Henry freiser

Henry freiser

Talanta,Vol. 32, No. 8B, pp. 619-696,1985 Printed in Great Britain 0039-9140/85 $3.00+ 0.00 PergamonPressLtd HENRY FREISER HORACIOA. MOTTOLA Depar...

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Talanta,Vol. 32, No. 8B, pp. 619-696,1985 Printed in Great Britain

0039-9140/85 $3.00+ 0.00 PergamonPressLtd

HENRY

FREISER

HORACIOA. MOTTOLA Department of Chemistry, Oklahoma State University, Stillwater, Oklahoma 74078, U.S.A.

A native of New York, Henry Freiser was born on August 27, 1920. He earned his Bachelor of Science degree in 1941 from the city College of New York where later he would be a lecturer (1945). His Master of Science and Doctor of Philosophy degrees are from Duke University; he earned them in 1942 and 1944, respectively. His academic career started as chairman of the Department of Physical and Analytical Chemistry at North Dakota State College (1944-1945). After a year as research fellow at the Mellon Institute of Industrial Research, Freiser joined the faculty of the University of Pittsburgh as associate professor (19461958). In 1958 his move to the west took him to the University of Arizona, Tucson, as professor and head of its Department of Chemistry. It was there that Freiser brought to realization his remarkable capabilities as a researcher, as a teacher, and as an administrator. He has been at Arizona since then, stepping down as head in 1968 to dedicate more time to his hobby of research in analytical chemistry, with short tenures as visiting professor at the University of California, Los Angeles (Fall, 1968) Kyoto University (Spring, 1972) and California Institute of Technology (Spring 1979). Freiser’s professional activities are numerous; far too many to list here. Worth singling out, however, are his efforts in pioneering a meeting recognized globally as the single major gathering of analytical chemists: the Pittsburgh Conference. He has served in practically all capacities on its organizing committees, and he is still active today as a member of its programme committee. Also deserving mention are his services to different aspects of the activities and committees of the American Chemical Society, the National Research Council of the USA, and the International Union of Pure and Applied Chemistry. He has been on the Advisory Boards of Analytical Chemistry and Talanta and is a member of the Separation Science and Technology Editorial Board. His list of public appearances presenting lectures, short courses, and workshops all over the United States and in most of the world is too lengthy to include here. He loves to learn languages and it is no surprise that he has conducted courses in Spanish at the Universidad Autonoma de Guadalajara, Mexico. The large number of nationalities represented by those who have been associated with Henry Freiser as postdoctoral fellows can testify to his eagerness to learn about

other people, other lands, other cultures, other languages. It is also an indication of his worldwide contributions to education and research in chemistry, particularly analytical chemistry. His list of more than 260 publications is another mark of his enrichment of our subdiscipline with journal research articles, chapters, monographs, and books that are continuously cited and serve as inspiration in generating new research and in broadening the understanding of underlying principles for key analytical methodologies. Professor Freiser started his graduate career in organic chemistry, receiving his M.S. degree for work on the direct fluorination of organic compounds. For his Ph.D. degree, which was in physical chemistry, he studied dielectric polarization of aromatic fluorine compounds (2),* thus displaying for the fist time what became his lifelong interest in molecular structural influences on chemical behaviour. In the early part of his career he continued to use dipole moments for the elucidation of structural influences, in a series ofpapers (1, 3-5,8, 10, 11,28,29,39,41,73,130) that clarified structural details of some heterocyclic nitrogen and sulphur compounds as well as of some organosilicon and organometallic compounds. The work provided early evidence for the free rotation of the cyclopentadienyl rings around the central iron atom in ferrocene (41) and made significant headway in the interpretation of dipole moments of metal chelates by providing a means of compensating for the unusually large contribution of atomic polarization encountered with chelates (10,130). Freiser’s interest in metal chelates and organic analytical reagents stems from his use of coordination compounds to purify and isolate heterocyclic nitrogen compounds (4,6). This work brought Professor Freiser closer and closer to the field of analytical chemistry. Around 1950 he began a wide ranging study of structure-behaviour correlations of organic chelating agents used in the determination of metal ions. He was perhaps the first analytical chemist to recognize the importance of the use of metal chelate formation equilibrium constants as a foundation for the evaluation of organic analytical reagents (12). Among the interesting findings by Freiser and his students are the following.

*Reference numbers from list of publications. 679

1. The recognition that the highly specific nickel reagent, dimethylglyoxime, does not owe its reputation to an anomalously high stability for the complex [for example, Cu(I1) typically forms more stable

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chelates than Ni(I1) and this is also true for dimethylglyoxime (35)], but rather to the unusually low aqueous solubility of the nickel chelate (84). 2. The discovery that steric hindrance in 2-substituted-8-quinolinol chelates is significant for the bivalent-metal complexes (decreasing with increasing ionic radius) as well as in the case of Al(II1) (36). Similar findings were reported for the sulphur-analogue, 8-mercaptoquinoline (129). Other important studies of steric factors in chelate formation included an examination of the role of chelate ring size (34,37) and the equivalence of one sulphur atom to two carbon atoms in such matters (52,64). 3. The systematic study of the effect of substituting sulphur [and selenium (99,l lo)] or oxygen as a bonding atom in producing reagents of greater selectivity as well as acid strength [as reflected by their ability to form chelates in more strongly acidic media (13,52,63,64,98,109,115,129,135,142,152]. 4. The recognition that though crystal-field stabilization (CFS) plays a major role in the energetics of transforming gaseous transition metal ions into the hydrated metal ions (SO-SO kcal/mole), the contribution of CFS to the stability of metal complexes in solution is small (2-3 k&/mole) and fairly independent of ligand type (57). However, ligand type does exert a considerable influence on the extent of complex-stability increase from manganese to zinc; the less electronegative and more polarizable the bonding atoms, the greater the increase in stability (122). 5. The recognition that metal chelation can, by its effect on electron-density distribution, affect the chemical reactivity of the organic ligand. For example, metal chelation was found to increase the acidity of imidazole protons, to an extent that paralleled the stability of the metal chelate (42). Metal chelation was also found to affect profoundly the keto-enol tautomeric equilibria of various chelating agents, such as riboflavin (59), chelidamic acid (87), pyridine2,6-dialdoxime (96) and various hydroxyquinaldinic acids (103). In a related area, metal ions were found capable of inducing molecular rearrangements in originally non-chelating compounds to form a chelating isomer (111,112). Work in these areas is of value in providing explanations of the role of trace metals in metabolism as well as in analytical chemistry. 6. The value of applying modern structural methods to problems of metal chelate chemistry. Freiser was among the first to use infrared spectroscopy with metal chelates and to observe a relation between the shift of a C-O stretching band in 8-hydroxyquinoline chelates and the fundamental chelating parameters (44). Electron spin resonance was ingeniously applied to resolve controversies in 8-mercaptoquinoline (102) and dithizone (16 1) chemistry. More recently, ESCA has been employed to assign unequivocal oxidation numbers to metal ions in chelates, where previous work had left some confusion (186). X-Ray crystallography was used to

determine the structures of nickel (160) and zinc ( 168) dithizonates. This work not only served to define the atomic make-up of the chelate ring but the relation of the adjacent phenyl ring to it. From observations of the solution chemistry of these compounds, Freiser had suggested earlier (109) that in the case of nickel the phenyl ring would be perpendicular to the chelate ring while with zinc the two rings would be coplanar. This turned out to be the case. Explanations of electronic spectra, particularly in the case of low-spin nickel chelates, have been used to elucidate structure (154) as well as to provide a basis for new analytical methods (150). 7. Over the last thirty years, a great deal of effort has been devoted to the determination of metal chelate formation constants for a wide variety of metal ions and ligands and to the use of such data to obtain information about the role of various molecular structural parameters that affect chelate formation. Until recently, there has been no attempt to deal with any but a restricted series of compounds and metal ions rather than examine the rich data base available. Freiser and co-workers have applied pattern recognition techniques to three sets of metal chelate stability data, a sample population far larger than previously considered (201). For the stability constant data for the bivalent metal chelates of (a) fl-diketones, (b) 8-quinolinols and (c) polyaminocarboxylic acids (such as EDTA), patternrecognition computer programs were run which yielded linear equations with which stability constants could be predicted with (depending on the ligand family) a correlation coefficient of 0.95-0.98, by utilizing less than ten of the more than twenty structural parameters introduced at the beginning of the run. Further, it was found possible to maintain a correlation coefficient of 20.93 even when the number of structural parameters used as independent variables was reduced to three, namely the pK, values of the ligands, the second ionization potential of the gaseous metal ion, and a third which differed according to ligand family. The results of this application of pattern recognition to chelate chemistry are encouraging and strongly suggest the value of this approach to problems of reagent design. Freiser’s contributions to analytical chemistry extend over several interconnected areas. For instance, in the course of his study of metal chelate stabilities and their role in improving the evaluation of organic analytical reagents and the development of reagent design principles, several interesting and useful new reagents were developed, such as o-hydroxyphenylbenzoxazole (20) for the determination of cadmium in the presence of zinc, o-hydroxyphenylbenzimidazole as a selective reagent for mercury (23) quinoline-&selenol(82,90,101) and others (25,32,50). Professor Freiser has made significant contributions in the field of solvent extraction. He coauthored (with G. H. Morrison) the first book on the

HENRYFREISER

principles and practices of solvent extraction in analytical chemistry (49), currently under revision, which even today is widely consulted and used throughout the world (translated into Russian, Chinese, Japanese, Czech, Polish). The Extraction Review appearing biennially since 1958 in the annual reviews issue of Analytical Chemistry (54,68,81,104,125,145), has served to update in almost encyclopaedic fashion the vast and still expanding literature in this field, at least part of which can be said to have derived inspiration from the work of Freiser and his students. Many other chapters and reviews on solvent extraction have appeared over the same period (65-67,79,80,82,89,90,126,163). In addition, Freiser and his students have conducted fundamental studies of various solvent extraction systems with a view to determining the contributory equilibrium constants, e.g., for acetylacetone (33,46,60,74), &hydroxyquinolines (74,76), and pyridylazonaphthol (PAN) (95). Together with Stary, Freiser has compiled a volume of extraction equilibrium parameters of chelating extractants (195) as a supplement to the IUPAC Stability Constants. Freiser developed a simple extraction method for study of the kinetics of fast reactions and its application to the mechanism of metal chelate chemistry. Structure-behaviour relations are often not fully explorable by equilibrium studies alone and attention is turned toward kinetics and mechanisms. Motivated by such considerations Freiser developed a unique and simple means of obtaining kinetic information about reactions having very high rate coefficients and applied his technique to the study of chelation reactions of analytical significance (83,114,136,139,155, 164). He and his students and associates found that under controlled conditions, the rate of the chelation extraction process was dependent on homogeneous chemical reactions in the aqueous phase and that extraction rates could therefore, be used to find reaction-rate coefficients of these rate-determining steps. The finding that, for most metal ions, the formation of the 1: 1 chelate is rate-determining is interesting and corroborates testimony obtained with water-soluble chelate reaction-systems. They also found that the metal reaction-rate sequence (analogous to metal stability sequence) was essentially independent of the nature of the chelating agent, with Cd >Zn >Co >Ni the rate order observed with about ten extractants in the dithizone family, as well as several 8-mercaptoquinolines. This sequence paralleled that found by Eigen for the rate of loss of water in the first co-ordination sphere of the metal ion. The importance of water was further emphasized by the finding that when metal ions such as zinc or nickel have had one co-ordinated water molecule replaced, even by an anionic ligand (which reduces the positive charge and presumably part of the driving force for combining with the anionic chelating ion), the rate of extraction usually increases. Thus it would appear, that for these metals,

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at least, the “first water to be replaced is the hardest”. The extraction technique developed by Freiser is the only way to study the kinetics of extremely water-insoluble chelate systems, and also represents a simple and convenient alternative to more sophisticated methods such as “stopped-flow,” etc. By use of the extraction technique, the Ni(II)phenanthroline (and bipyridyl) systems were investigated (194) and each of the stepwise formation and dissociation rate constants was experimentally determined, with results that were in good agreement with values obtained by the stopped-flow method. The solvent extraction technique is superior to the stopped-flow technique when secondary reactions of the ligand might be rate-determining under the experimental conditions required. Since its development in 1962, the solvent extraction kinetic technique has been used with increasing frequency in other laboratories. Freiser has also tackled the question of the mechanism of back-extraction, or stripping. Using nickel dithizone in chloroform as a model system, he has shown that back-extraction can be catalysed better by such metal ions as Ag(1) and Hg(I1) and by ligands such as cyanide and EDTA than by hydrogen ions (224). This work led naturally to the study of the kinetics of extraction of the commercially available chelating extractants of hydrometallurgical interest. Although some work by others (Flett, Spink, Atwood) had indicated that the extraction of Cu(I1) by LIX65N (5-nonyl-2-hydroxybenzophenone) proceeded by mechanisms involving slow chemical reactions taking place at the interface, Freiser demonstrated that LIX65N, significantly less hydrophobic than dithizone, reacted, as did dithizone, through a slow aqueous homogeneous chemical reaction (216). In response to critics of this work, Freiser conclusively settled the argument by repeating the Cu(II)-LIX65N kinetic study in seven organic solvent-aqueous solvent pairs in which it was shown that, in quantitative agreement with the proposed mechanism, the observed reaction rates changed over three orders of magnitude as predicted from the change in the distribution constants of LIX65N (239). An analogous study of the Ni(II)-LIX65N system served to further emphasize the validity of the mechanism (241). Freiser then turned his attention to the search for extraction systems in which the interface would play a part and, just as importantly, for experimental techniques that would be suitable for such studies. The latter problem was ingeniously solved by using a microporous Teflon membrane that permitted clean separation of very small (N 100-200 pm diameter) organic solvent droplets from a highly agitated aqueous-organic solvent mixture (245). For the first time, therefore, extraction equilibria and kinetics could be studied under conditions in which there was a very large interfacial area. The search for inter-

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facially active systems was also successful. Anions of dialkylated dithizones were shown to be selectively adsorbed into a water-like interface that resulted in changes of as much as five orders of magnitude [in the case of dihexyldithizone (246)] in heterogeneous acid-base equilibrium constants, induced by highspeed stirring. Understanding the selective adsorption of the extractant anion helps explain that the rate of metal-chelate formation in the interface is essentially the same as in bulk water (247). The Freiser group also demonstrated that the anion of Kelex 100 was adsorbed in the_i@erface but that the neutral extractant was not (252). They are currently pursuing the opportunity afforded by their novel experimental approach, to study the unsupported liquid-liquid interface. Most chelate-extraction equilibrium studies devoted to structural-behaviour considerations are directed toward elucidation of the effect of structural modification on metal chelate stability. Among the few workers who recognize the importance of understanding the influence of structural factors on the physical properties (distribution constants) of the extractants and their metal chelates, Freiser has undertaken a systematic study of the effect of substituents and the role of non-specific interactions on Kn values (123,134). In particular, he and his associates have brought recognition of the importance of the solubility parameter [of the organic solvent and of the distributing solute(s)] on K,,values. He was the first to observe that the solubility parameter, rather than dielectric constant or vaguely expressed “polarity” of the organic solvent was paramount in defining the extraction equilibrium constant of ion-association complexes as well as of neutral compounds (153). Freiser and his group have conducted a broadly based study of extraction equilibria of ion-association complexes which resulted in the discovery of an extractability sequence for organic and inorganic anions (174). He has been able to correlate solvent extraction parameters with ion-selective electrode behaviour (174) and is on the way to employing novel electrochemical means of studying solvent extraction systems. He has also shown the broad analytical utility of highly coloured extractable ion-pair complexes in trace analysis (144, 179). Initially through his interest in solvent extraction, Freiser and his group became involved with ionselective electrodes of the liquid-membrane type. In the course of this work they developed the first organic anion-selective electrodes (148,15 1) including those involving amino-acid anions (162) and were able to clearly define the role of solvent extraction parameters in the selectivity of liquid-membrane ionselective electrodes (174). He and his group discovered the novel coated-wire ion-selective electrode (197) which has great application potential in environmental and clinical as well as general analysis, because of its rugged simplicity and capability of miniaturization (18 1). Coated-wire electrodes (CWE)

have been successfully applied to the determination of cations such as calcium (170), and potassium (188), as well as a wide series of organic and inorganic anions (175). Applications of coated-wire electrodes to atmospheric pollutant analysis for NO, (178) and carbon disulphide (192) as well as in water analysis (189) have been developed. In more recent CWE work, the Freiser group has developed and studied a series of highly selective cation-responsive electrodes which permit the determination of drugs of abuse such as cocaine and phencyclidine (PCP or “angel dust”) (217,219,235), as well as the new generation of pharmaceuticals for heart-disorder treatment (243). Freiser has also edited two volumes of a widely praised series dealing with ion-selective electrodes (221,222). As further testimony to the vitality of Freiser’s imaginative approach to research, mention can be made of his unique application of current-scan polarography in an organic-aqueous immiscible solventpair system to the study of transport of both ionic and neutral species across the liquid-liquid phase boundary. With the ascending water electrode (aqueous drops rising through the denser organic solvent, such as dichloroethane or nitrobenzene-so-named in analogy with the well-known dropping mercury electrode of classical polarography) Freiser has been able to demonstrate that, in the case of phenanthroline and similar extractants, the extractant diffuses into the aqueous phase, reacts with either a proton or a metal ion, and that the protonated or complexed extractant is transported back to the organic phase (258). These experiments, as well as those currently under way, provide a powerful new approach to the study of both equilibrium and kinetic aspects of mass-transfer processes, that are capable of generating new insights into the role of the interface and other fundamental factors influencing such processes. Although Freiser has not published extensively in the field of chromatography, he provided the first example of liquid adsorption-chromatography separation of metal chelates (14) and was the first to publish an application of gas-liquid chromatography to the separation of metal ions (61,72). More recently, he has developed a novel reversedphase liquid chromatography, termed dye-assisted chromatography, in which a dye such as Methylene Blue or Brilliant Green is incorporated in a polar eluent, and permits the separation and detection of a large number of individual compounds of various families of uncharged organic compounds: alcohols, aldehydes, ketones, esters, amides, etc. (228,244,249). Dye-assisted chromatography is particularly useful for compounds without chromophores, which now can be detected at much lower concentrations. Freiser has also been active in the use of catalytic reactions for trace analysis. He and his group have applied metal-catalysed oxidation-reduction reactions to the determination of trace levels of various

HENRY Faa~sza

complexing agents. By means of this approach methods for submicrogram quantities of EDTA (137), cysteine and other mercaptans, phenanthroline (146), cyanide (147), and arsenic (190) have been developed and applied to various environmental analytical problems. In recognition of his leadership in the field, and confidence in the large contributions that he has yet to make, the University of Arizona in 1983 funded a research programme proposed by Professor Freiser, called the Strategic Metals Recovery Research Facility (SMRRF). SMRRF is designed to study new metal-recovery processes that are more economical, energy-efficient, and environmentally compatible. Professor Freiser, the chairman of SMRRF (or “Papa SMURF”) has a research group of about 20 students, postdoctoral research associates, and visiting scholars and professors from all over the world. In conclusion, Freiser’s research record displays an interesting synthesis of the theoretical and the practical. The broad range of topics with which he has dealt mark him as one of the few “generalists” in analytical chemistry. As for Freiser the man, he is always pictured to those with whom he has been associated, as a smiling face, a cunning intellect, a dynamic friend. This youngster of 65 years of age jogs every day, and put to shame and amazed younger colleagues during the First International Symposium on Kinetics in Analytical Chemistry (Cordoba, Spain, 27-30 September 1983) with his flamenco dancing and his request for more oil and garlic sauce for his chicken “a la Sevillana” when the rest of them were reaching for the bottle of anti-acid. This informal reminiscence of Freiser’s accomplishments should not be closed without mentioning a unique contribution to analytical chemistry, one for which his charming wife, Eddie, should claim major recognition. This unique contribution is Ben Freiser, their youngest son, who has recently received the ACS Award for outstanding contributions in basic chemistry. The ingenuity and charm of the Freisers can also be seen in their other two children: Debbie, a talented artist, and Manny, artist and entrepreneur. This special issue of Talunta is offered to him as a token of recognition from those whose life has been greatly benefited by their association with Henry Freiser, the scientist and the man. PUBLICATIONS

OF HENRY

FREISER

1. H. Freiser and W. L. Glowacki, Some Physical Properties of 2-Picoline, J. Am. Chem. Sot., 1948, 70, 2575. 2. H. Freiser, M. E. Hobbs and P. M. Gross, The Electric Moments of Some Aromatic Fluorine Compounds, ibid., 1944, 71, 111. 3. R. Keswani and H. Freiser, Electric Moments and Structure of Substituted Thiophenes. I. *Chapters. tBooks.

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Certain Halogenated Derivatives, ibid., 1949, 71, 218. 4. H. Freiser and W. L. Glowacki, Some Physical Properties of Isoquinoline, ibid., 1949, 71, 514. 5. R. Keswani’and H. Freiser, Electric Moments and Structure of Substituted Thiophenes. II. Certain Thiotolene Derivatives, ibid., 1949, 71, 1789. 6. A. E. Spakowski and H. Freiser, Isoquinoline as a Reagent in Inorganic Analysis. Anal. Chem., 1949, 21, 986. 7.* H. Freiser, Analysis of Copper, in Encvclo~edia of Chemical T&hnology, vol. 4, Interscience, New York, 1949. 8. R. G. Charles and H. Freiser, Electric Moments and Structure of Substituted Thiophenes. III. Polysubstituted Thiophenes, J. Am. Chem. SOC., 1950, 72, 2233. 9. L. J. Uhlig and H. Freiser, Reaction of Nickel(I1) and Beta-Isothioureidopropionic Acid, Anal. Chem., 1951, 23, 1014. 10. R. G. Charles and H. Freiser, Dielectric Polarization Studies of Metallic Chelates, J. Am. Chem. Sot., 1951, 73, 5223. 11. H. Freiser, R. G. Charles, J. Speier and M. Eagle, Electric Moments and Structures of Organosilicon Compounds. I. The Aliphatic Carbon-Silicon Bond, ibid., 1951, 73, 5229. 12. H. Freiser, R. G. Charles and W. D. Johnston, Structure and Behavior of Organic Analytical Reagents. I. The Calvin-Bjerrum Method for Determination of Chelate Stability, ibid., 1952, 74, 1383.

13. R. G. Charles and H. Freiser, Structure and Behavior or Organic Analytical Reagents. I. Stability of Chelates of o-Aminophenol and of o-Aminobenzenethiol, ibid., 1952, 74, 1385. 14. L. B. Hilliard and H. Freiser, Chromatographic Separation of Metallic Chelates, Anal. Chem., 1952, 24, 752. 15. M. Aven and H. Freiser, Use of Butyl Phosphate in Steel Analyses. I. Determination of Aluminum, Anal. Chim. Acta, 1952, 6, 412. 16. J. L. Walter and H. Freiser, 2-(o-Hydroxyphenyl)-benzoxazole as a Reagent for Gravimetric Determination of Cadmium, Anal. Chem., 1952, 24, 984. 17. J. Steinbach and H. Freiser, Preparation of Standard Sodium Hydroxide Solutions by Use of a Strong Anion Exchange Resin, ibid., 1952, 24, 1027.

18. H. Freiser and R. Dessy, Neutralization Capacities of Buffer Solutions, Anal. Chim. Acta, 1952, 7, 20. 19. W. D. Johnston and H. Freiser, Structure and Behavior of Organic Analytical Reagents. III. Stability of Chelates of 8-Hydroxyquinoline and Analogous Reagents, J. Am. Chem. Sot., 1952, 74, 5239.

20. J. L. Walter

and H. Freiser,

2-(o-Hydroxy-

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phenyl)benzoxazole as a Volumetric Reagent for Cadmium, Anal. Chem., 19.52, 24, 1985. H. Freiser, The Stability of Metal Chelates in Relation to Their Use in Analysis, Analyst, 1952, 77, 830. H. Freiser, Organic Ana1yti~1 Reagents, Baskerville Chem. J. City Coil. N.Y., 1952, 3, No. 1, 20. J. L. Walter and H. Freiser, 2-(o-Hydroxyphenyl)-benzimidazole as a Reagent for the Determination of Mercury, Anal. Chem., 1953, 25, 127. H. Freiser and .I. L. Walter, Preparation of Benzisoxazoles by Oxidative Ring Closure, J. Org. Chem., 1953, 18, 256. R. G. Charles and H. Freiser, Synthesis of 2-(o-Hydroxyphenyl)benzothiazole and of 2-(0Hydroxyphenyl)~~ot~azoline, ibid., 1953, IS, 422. L. Melnick, II. Freiser and H. F. Beeghly, Extraction of Metal Thiocyanate Complexes with Butyl Phosphate, Anal. Chem., 1953, 25, 856. J. F. Steinbach and H. Freiser, AcetylacetoneIn the Dual Role of Solvent and Reagent in Extraction of Metal Chelates, ibid., 1953, 25, 881. H. Freiser, M. V. Eagle and .I. Speier, Electric Moments and Structures of Organosilicon Compounds. II. The Aromatic Carbon-Silicon Bond, .J. Am. Chem. Sot., 1953, 75, 2821. H. Freiser, M. V. Eagle and J. Speier, Electron Moments and Structures of Organosilicon Compounds. III. The Oxygen-Silicon Bond, ibid., 1953, 75, 2824. J. F. Hedenburg and H. Freiser, Anodic Voltammetry of Phenols, Anal. Chem., 1953, 25, 1355. H. Freiser, Structure and Stability in Some Chelates of Analytical Significance, Rec. Chem. Progr., 1953, 14, 199. J. L. Walter and H. Freiser, Analytical Aspects of Reactions of 2-(Z-Pyridyl)-be~imida~le and 2-(2-Pyridyl)-imidazoline with Iron( Anal. Chem., 1954, 26, 217. J. F. Steinbach and H. Freiser, Acetylacetone as an Analytical Extraction Agent-Extraction of Aluminum, Gallium, and Indium, ibid., 1954, 26, 375. R. G. Charles and H. Freiser, Structure and Behavior of Organic Analytical Reagents. IV. Chelates of 2-(o-Hydroxyphenyl)-Benzoxazole, 2-(o-Hydroxyphenyl)-Benzothiazole and 2-(0Hydroxyphenyl)-Benzothiazoline, Anal. Chim. Acta, 1954, 11, 1. R. G. Charles and H. Freiser, Structure and Behavior of Organic Analytical Reagents. V. Dimethylglyoxime and Its Oxygen Monomethyl Ether, ibid., 1954, 11,101. W. D. Johnston and H. Freiser, Structure and

Behavior of Organic Analytical Reagents. VI. Heats and Entropies of Formation of Several Divalent Metal Chelates of 2- and 4-Methyl8-Hydroxyquinoline, ibid., 1954, 11, 201. 37. W. D. Johnston and H. Freiser, Structure and Behavior of Organic Analytical Reagents. VII. Stability of Chelates of 2-(o-Hydroxyphenyl)Benzimidazole and Analogous Reagents, ibid., 1954, 11, 301. 38. L. M. Melnick and H. Freiser, Extraction of Metal Thiocyanate Complexes with Tributyl Phosphate. Copper(I1) Thiocyanate, Anal. Chem., 1955, 27, 462. 39. L. M. Shorr, H. Freiser and J. L. Speier, Methyl-Silicon Cleavage of Certain Substituted Carboxylic Acids in Sulfuric Acid. Kinetics and Mechanism, J. Am. Chem. Sot., 1955, 77, 547. 40. T. R. Harkins and H. Freiser, Thermodynamics of Ionization of 2,2’-Bipyridine and Analogs in Water and in 50% Aqueous Dioxane, ibid., 1955, 77, 1374. 41. H. H. Richmond and H. Freiser, The Electric Moments of Mono- and Diacetyl-ferrocene, ibid., 1955, 77, 2022. 42. T. R. Harkins, J. L. Walter, 0. E. Harris and H. Freiser, An Infrared Study of the Metal Chelates of Some Imidazole Derivatives, ibid., 1956, 78, 260. 43. T. R. Harkins and H. Freiser, The Effect of Coordination on Some Imidazole Analogs, ibid., 1956, 78, 1143. 44. R. G. Charles, H. Freiser, R. A. Friedel, L. E. Hilliard and W. D. Johnston, Infrared Absorption Spectra of Metal Chelates Derived from 8-Hydroxyquinoline, 2-Methyl-8Hydroxyq~noline, and 4-Methyl-8-Hydroxyquinoline, Spectrochim. Acta, 1956, 8, 1. 45. H. Freiser, Quantitative Applications of pH Meas~ements in Analytical Chemistry, Am. Sot. Testing Materials Symposium on pH Measurements, 1956, Publication No. 190, 65. 46. A. K&hen and H. Freiser, Acetylacetone as Analytical Extraction Reagent. Increase in Selectivity with (Ethylenedinitrilo)tetraacetic Acid and Analytical Separation of Uranium from Bismuth, Anal. Chem., 1957, 29, 288. 47. J. P. McKavaney and H. Freiser, Analytical Solvent Extraction of Molybdenum Using Acetylacetone, ibid., 1957, 29, 290. 48. H. Freiser, Why Teach Qualitative Analysis? J. Chem. Educ. 1957, 34, 387. 49.f G. H. Morrison and H. Freiser, Solvent Extraction in Analytical Chemistry, Wiley, New York, 1957. Translations into Japanese, Russian, Chinese, Polish and Czechoslovakian. 50. Q. Fernando and H. Freiser, Preparation and Metal-Complexing Properties of 2-Salicylideneimine4: 6 Diamino-l : 3: 5 Triazine, Chem. Ind. London, 1958, 1230.

HENRYFaa~saa

51. T. R. Harkins and H. Freiser, Adenine-Metal Complexes, J. Am. Chem. Sot., 1958,80, 1132. 52. Q. Fernando and H. Freiser, Chelating Properties of /I-Mercaptopropionic Acid, ibid., 1958, 80, 4928. 53. J. P. McKavaney and H. Freiser, Analytical Solvent Extraction of Vanadium Using Acetylacetone, Anal. Chem., 1958, 30, 526. 54. G. H. Morrison and H. Freiser, Extraction, ibid., 1958, 30, 632. 55. H. Freiser and G. H. Morrison, Solvent Extraction in the Analysis of Metals, Am. Sot. Test. Mater. Spec. Tech. Publ. 1958, No. 238, 1. 56. J. P. McKavaney and H. Freiser, Solvent Extraction of Chromium with Acetylacetone, Anal. Chem., 1958, 30, 1965. 57. H. Freiser, Q. Fernando and G. E. Cheney, A New Approach to the Comparison of Metal Chelate Stability Constants, J. Phys. Chem., 1959, 63, 250. 58. D. Fleischer and H. Freiser, The Calorimetric Determination of the Heats of Coordination Reactions, ibid., 1959, 63, 260. 59. T. R. Harkins and H. Freiser, The Chelating Tendency of Riboflavin, ibid., 1959, 63, 309. 60. A. Krishen and H. Freiser, Acetylacetone as Analytical Extraction Reagent. Calculation of Successive Formation Constants from Extraction Data, Anal. Chem., 1959, 31, 923. 61. H. Freiser, Gas-Liquid Partition Chromatography for Metals Separations, ibid., 1959, 31, 1440. 62. Q. Fernando and H. Freiser, Polarography of CBenzothiazolol, Anal. Chim. Acta, 1959, 20, 250. 63. G. E. Cheney,

H. Freiser and Q. Fernando, Metal Complexes of Purine and Some of Its Derivatives, J. Am. Chem. Sot., 1959, 81, 2611. 64. G. E. Cheney, Q. Fernando and H. Freiser, Some Metal Chelates of Mercaptosuccinic Acid, J. Phys. Chem., 1959, 63, 2055. 65. H. Freiser and G. H. Morrison, Solvent Extraction in Radiochemical Separations, Ann. Rev. Nucl. Sci., 1959, 9. 66.* H. Freiser and G. H. Morrison, Solvent Extraction, in Comprehensive Analytical Chemistry, C. W. Wilson and D. L. Wilson (eds.), Vol. lA, Elsevier, Amsterdam, 1959. 67.* G. H. Morrison and H. Freiser, Extraction, in McGraw -Hill Encyclopedia of Science and Technology, 1st Ed., McGraw-Hill, New York,

1960. 68. G. H. Morrison and H. Freiser, Extraction, Anal. Chem., 1960, 32, 37. 69. H.-S. Lee and H. Freiser, Solvolysis of SBenzoyl-8-mercaptoquinoline and the Spectrum of 8_Mercaptoquinoline, J. Org. Chem., 1960, 25, 1277. 70. H. Freiser, Integrating

Analytical Chemistry in

685

the Undergraduate

Curriculum, J. Chem. Educ.,

1960, 37, 290. 71. M. Mendelsohn,

72.

73.

74.

75.

76. 77.

E. M. Arnett and H. Freiser, Destructive Autoxidation of Metal Chelates. I. Effects of Variation of Ligand and Metal on Initial Rate, J. Phys. Chem., 1960, 64, 660. R. A. Keller and H. Freiser, Gas-Liquid Partition Chromatography for Separation of Metal Halides, in Gas Chromatography, 1960, R. P. W. Scott (ed.), pp. 301-387. Butterworths, London, 1960. A. M. Coleman and H. Freiser, Electric Moments and Structures of Organosilicon Compounds. IV. The Silicon-Hydrogen Bond. J. Am. Chem. Sot., 1961, 83, 4127. S. J. Jankowski and H. Freiser, Extraction of Magnesium with 8-Quinolinol, Anal. Chem., 1961, 33, 776. R. E. Kirby and H. Freiser, Polarography of Tantalum-Ethylenediaminetetraacetate Complex, J. Phys. Chem., 1961, 65, 191. J. Fresco and H. Freiser, The Solubility of Bis-8-quinolinolo-zinc, Talanta, 1961, 8, 693. R. E. Kirby and H. Freiser, The Complexes of Tantalum with EthylNiobium and enediaminetraacetic Acid, in Advances in the Chemistry

of the Coordination

Compounds,

S.

Kirschner, p. 444. Macmillan, New York, 1961. 78.* Q. Fernando and H. Freiser, The Analytical Chemistry of Cadmium, in Treatise on Analytical Chemistry, I. M. Kolthoff and P. J. Elving (eds.), Part II, Vol. 3, p. 171. Interscience, New York, 1961. 79. H. Freiser, Dithizone Extraction of the Elements, Chemist-Analyst, 1961, 50, 62. 80. H. Freiser, 8-Quinolinol Extraction of the Elements, ibid., 1961, 50, 94. 81. G. H. Morrison and H. Freiser, Extraction, Anal. Chem., 1962, 34, 64R. 82. H. Freiser, Cupferron Extraction of the Elements, Chemist-Analyst, 1962, 51, 62. 83. C. B. Honaker and H. Freiser, Kinetics of Extraction of Zinc Dithizonate, J. Phys. Chem.. 1962, 66, 127. 84. D. Fleischer and H. Freiser, The Heats of Solution of Nickel and Copper Dimethylglyoximes, ibid., 1962, 66, 389. 85. A. Corsini, I. M. Yih, Q. Fernando and H. Freiser, Potentiometric Investigation of the Metal Complexes of I-(2-Pyridylazo)-2naphthol and 4-(2-Pyridylazo)-resorcinol, Anal. Chem., 1962, 34, 1090. 86. R. M. Arnett, H. Freiser and M. A. Mendelsohn, Destructive Autoxidation of Metal Chelates. II. Further Studies of the Effect of Ligand Structure on Initial Rate, J. Am. Chem. SOL, 1962, 84, 2482. 87. S. P. Bag, Q. Fernando

and H. Freiser, The Influence of Metal Chelation on the Structure of Chelidamic Acid, Inorg. Chem., 1962, 1, 887.

686

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88. C. R. Wasmuth and H. Freiser, Copper(H) Catalysis of 8-Acetoxyquinoline Hydrolysis, Talanta, 1962, 9, 1059. 89. H. Freiser, Acetylacetone Extraction of the Elements, Chemist-Analyst, 1963, 52, 55. 90.* G. H. Morrison, H. Freiser and J. Cosgrove, Solvent Extraction, in Handbook of Analytical Chemistry, L. Meites (ed.), McGraw-Hill, New York, 1963. 91. J. Fresco and H. Freiser, Stabilities of Chelates of Certain Substituted 8-Quinolinols, Inorg. Chem., 1963, 2, 82. 92. A. Corsini, Q. Fernando and H. Freiser, The Effect of Metal Ion Chelation on the Acid Dissociation of the Ligand 4-(2Pyridylazo)resorcinol, ibid., 1963, 2, 224. 93. C. Bostic, Q. Fernando and H. Freiser, Kinetics of Iodination of 8-Quinolinol-5-sulfonic Acid and Its Metal Chelates, ibid., 1963, 2, 232. 94. R. Kirby and H. Freiser, Polarography of Niobium-EDTA Complexes, Anal. Chem., 1963, 35, 122. 95. D. Betteridge, Q. Fernando and H. Freiser, Solvent Extraction of Certain Transition Metal Ions with 1-(2-Pyridylazo)-2-naphthol, ibid., 1963, 35, 294. 96. S. P. Bag, Q. Fernando and H. Freiser, A Spectrophotometric and Potentiometric Study of Certain Metal Chelates of Pyridine-2,6Dialdoxime, ibid., 1963, 35, 719. 97. D. Betteridge, P. K. Todd, Q. Fernando and H. Freiser, An Investigation of the Metal Complexing Properties of C(Z-Pyridylazo)-lnaphthol, ibid., 1963, 35, 729. 98. A. Corsini, Q. Fernando and H. Freiser, 8-Mercaptoquinoline as an Analytical Reagent. Dissociation and Metal Chelate Formation Constants, ibid., 1963, 35, 1424. 99. .E. Sekido, Q. Fernando and H. Freiser, Quinoline-&selenol, A New Chelating Agent, ibid., 1963, 35, 1550. 100. Q. Fernando, H. Freiser and E. N. Wise, Metal Chelates in Analytical Chemistry, ibid., 1963, 35, 1994. 101.t H. Freiser and Q. Fernando, Ionic Equilibria in Analytical Chemistry, Wiley, New York, 1963. 102. A. Corsini, Q. Fernando and H. Freiser, The Reaction of Copper (II) and Copper (I) with 8_Mercaptoquinoline, Talanta, 1964, 11, 63. 103. S. P. Bag, Q. Fernando and H. Freiser, The Influence of Metal Chelation on the Structure of Certain Hydroxyquinaldinic Acids, Znorg. Chem., 1964, 3, 93. 104. G. H. Morrison and H. Freiser, Extraction, Anal. Chem., 1964, 36, 93R. 105. G. S. Kozak, Q. Fernando and H. Freiser, Kinetic Studies with Electrogenerated Haloand of 8-Quinolinol gens. Bromination 2-Methyl-8-Quinolinol, ibid., 1964, 36, 296. 106. J. Fresco and H. Freiser, Solubilities of Certain

Divalent Metal Complexes and 8-Quinolinol and Substituted 8-Quinolinols in Aqueous Media, ibid., 1964, 36, 372. 107. J. Fresco and H. Freiser, Distribution Coefficients of Certain 8-Quinolinols and Their Copper Chelates, ibid., 1964, 36, 631. 108. S. P. Bag, Q. Fernando and H. Freiser, Formation Constants of Certain Metal Complexes of Thioguanine, Arch. Biochem. Biophys., 1964, 106, 379. 109. K. S. Math, Q. Fernando and H. Freiser, Formation Constants of Nickel(I1) and Zinc(I1) Complexes of Dithizone and Related Compounds, Anal. Chem., 1964, 36, 1762. 110. E. Sekido, Q. Fernando and H. Freiser, An Investigation of the Dissociation Phenomena of Quinoline-8-Selenol in Water and Aqueous Dioxane. ibid., 1964, 36, 1768. 111. H. Jadamus, Q. Fernando and H. Freiser, Metal-Ion Induced Rearrangements of Bisbenzthiazolines to S&%-Base Chelates, J. Am. Chem. Sot., 1964, 86, 3056. 112. H. Jadamus, Q. Fernando and H. Freiser, Metal-Ion Induced Rearrangements, Znorg. Chem., 1964, 3, 298. 113. G. Ehrlich and H. Freiser, The Study of Complexing Agents for Niobium and Tantalum, Aerospace Research Labs., Report, NO. 64-190, 1964. 114. B. E. McClellan and H. Freiser, Kinetics and Mechanism of Extraction of Zinc, Nickel, Cobalt, and Cadmium with Diphenylthiocarbazone, Di-o-Tolylthiocarbazone, and Di-ccNaphthylthiocarbazone, Anal. Chem., 1964,36, 2262. 115. P. Sun, Q. Fernando and H. Freiser, Structure and Behavior of Organic Analytical Reagents. Formation Constants of Transition Metal 2-Hydroxypyridine-l-Oxide Complexes of and 2-Mercaptopyridine-l-Oxide, ibid., 1964, 36, 2485. 116. H. Freiser and Q. Fernando, The Interpretation of Ionic Equilibria by Graphical Methods, Proc. Sot. Anal. Chem., 1964, 1, 124. 117. H. Freiser and Q. Fernando, Teaching Ionic Equilibrium, J. Chem. Educ., 1965, 42, 35. 118. F. Chou, Q. Fernando and H. Freiser, Solvent Extraction Equilibria of Certain 8-Quinolinols and Their Zinc(I1) Chelates, Anal. Chem., 1965, 37, 361. 119. C. Bostic, Q. Fernando and H. Freiser, The Reactivity of Metal Chelates of I-Quinolinol5-sulfonic Acid, Znorg. Chem., 1965, 4, 602. 120. R. Prasad, H. L. D. Coffer, Q. Fernando and H. Freiser, The Monohalogenation of 8-Quinolinols, J. Org. Chem., 1965, 30, 1251. 121. S. Takamoto, Q. Fernando and H. Freiser, Structure and Behavior of Organic Analytical Reagents. Some Aryl Azo 8-Quinolinols, Anal. Chem., 1965, 37, 1249.

HENRYFREISFZ

122. E. Sekido, Q. Fernando and H. Freiser, Absorption Spectra and Formation Constants of Some Metal Chelates of Quinoline-&Selenol, ibid., 1965, 37, 1556. 123. H. A. Mottola and H. Freiser, Distribution of Certain 8-Quinolinols and Their Copper(I1) Chelates in a Series of Organic SolventAqueous Pairs, Talanta, 1966, 13, 55. 124. H. Freiser, Comments on Analytical Chemistry in the Undergraduate Curriculum, Anal. Chem., 1966, 38, No. 2, 46A. 125. H. Freiser, Extraction, ibid., 1966, 38, 131R. 126. H. Freiser, Use of Solvent Extraction in Metals Purification, Ann. N.Y. Acad. Sci., 1966, 137, 1. 127. R. H. Barca and H. Freiser, Kinetics and Mechanism of the Metal Ion Catalyzed Hydrolysis of I-Acetoxyquinoline, J. Am. Chem. Sot., 1966, 88, 3744. 128. D. Kealey and H. Freiser, Improved Synthesis of 8-Mercaptoquinoline and its Derivatives, Talanta, 1966, 13, 1381. 129. D. Kealey and H. Freiser, Substituted 8-Mercaptoquinolines as Analytical Reagents. Dissociation and Metal Chelate Formation Constants of 2-Methyl-8-Mercaptoquinoline, Anal. Chem., 1966, 38, 1577. 130. R. H. Brook and H. Freiser, Electric Moments of Certain Substituted Tris(acetylacetonato)chromium(II1) Compounds, Inorg. Chem., 1966, 5, 2078. 131. F-Ch. Chou and H. Freiser, Formation of Mixed Ligand Complex in Extraction of Zinc in Presence of 8-Quinolinol and 1,l O-Phenanthroline, Anal. Chem., 1966, 38, 1925. 132. H. Freiser, Modern pH Calculations, Allgem. Prakt. Chem. (Wien), 1966, 17, 697. 133. H. Freiser, Simplifying and Strengthening the Teaching of pH Concepts and Calculations Using Log-Chart Transparencies, School Sci. Math., March, 1967. 134. H. A. Mottola and H. Freiser, Some Solvent Effects on the Solvent Extraction of I-Quinolinol, Talanta, 1967, 14, 864. 135. A. Kawase and H. Freiser, Acid Dissociation Phenomena of Certain Methyl- and PhenylSubstituted 8-Mercaptoquinolines, Anal. Chem., 1967, 39, 22. 136. J. S. Oh and H. Freiser, Kinetics and Mechanism of Extraction of Zinc and Nickel with Substituted Diphenylthiocarbazones, ibid., 1967, 39, 295. 137. H. A. Mottola and H. Freiser, Use of Metal Ion Catalysis in the Detection and Determination of Microamounts of Complexing Agents. The Determination of Ethylenediamine-NNN’N’Tetraacetic Acid, Anal. Chem., 1967, 39, 1294. 138. R. L. Stevenson and H. Freiser, Tridentate Ligands Derived from Substitution in the Methyl Group of 8-Hydroxyquinaldine, ibid., 1967, 39, 1354.

687

139. J. S. Oh and H. Freiser, Kinetics and Mechanism of Extraction of Cobalt(I1) with Substituted Diphenylthiocarbazones, ibid., 1967, 39, 1671. 140. H. Freiser, Application of Solvent Extraction Techniques to the Study of Fast Reaction Techniques, in Solvent Extraction Chemistry, D. Dyrssen, J.-O. Liljeuzin and J. Rydberg (eds.), p. 85. North-Holland, Amsterdam, 1967. 141. F-Ch. Chou and H. Freiser, The Role of Adduct Formation in the Extraction of Zinc with Substituted 8-Quinolinols, Anal. Chem., 1968, 40, 34. 142. G. Gutnikov and H. Freiser, Heats and Entropies of Formation of Metal Chelates of Certain 8-Quinolinols, Quinolinol-8-thiols, and 2,4-Pentanedione, ibid., 1968, 40, 39. 143. C. Woodward and H. Freiser, Mixed Ligand Complex Formation in the Extraction of Zinc in the Presence of 8-Quinolinol and l,lO-Phenanthroline, ibid., 1968, 40, 345. 144. C. Woodward and H. Freiser, Calmagite as a Spectrophotometric Reagent for Aluminium, Talanta, 1968, 15, 321. 145. H. Freiser, Extraction, Anal. C’hem., 1968, 40, 522R. 146. H. A. Mottola, M. S. Haro and H. Freiser, Use of Metal Ion Catalysis in the Detection and Determination of Microamounts of Complexing Agents. The Autoxidation of L-Ascorbic Acid as an “Indicator” Reaction, ibid., 1968, 40, 1263. 147. H. A. Mottola and H. Freiser, Use of Metal Ion Catalysis in the Detection and Determination of Microamounts of Complexing Agents. Catalimetric Titration of Cyanide Ion, ibid., 1968, 40, 1266. 148. C. J. Coetzee and H. Freiser, Anion-Responsive Electrodes Based on Ion Association Extraction Systems, ibid., 1968, 40, 2071. 149. D. Kingston and H. Freiser, Influence of Structural Factor on the Thermal Stability of Metal Chelates of 8-Quinolinols, U.S. Govt. Res. Develop. Rept., 1967, No. 67, 64. 150. K. S. Math, K. S. Bhatki and H. Freiser, A Highly Sensitive Extraction-Photometric Method for Nickel with Dithizone and Phenanthroline, Talanta, 1969, 16, 412. 151. C. J. Coetzee and H. Freiser, Liquid-Liquid Membrane Electrodes Based on Ion Association Extraction Systems, Anal. Chem., 1969, 41, 1128. 152. H. G. Hamilton and H. Freiser, Extraction Equilibria for the System Toluene-3,4-Dithiol and Zinc, ibid., 1969, 41, 1310. 153. H. Freiser, Relevance of Solubility Parameter in Ion Association Extraction Systems, ibid., 1969, 41, 1354. 154. K. S. Math and H. Freiser, Reactions of Some Low-Spin Nickel Chelates with Heterocyclic Nitrogen Bases, ibid., 1969, 41, 1682.

688

HENRYFREI~ER

155. P. R. Subbaraman, Sr. M. Cordes and H. Freiser, Effect of Auxiliary Complexing Agents on the Rate of Extraction of Zinc(I1) and Nickel(I1) with Diphenylthiocarbazone, ibid., 1969, 41, 1878. 156. H. Freiser, On the Occurrence of Adduct Formation in Metal Chelate Exchange in the Organic Phase, Talanta, 1969, 16, 1501. 157. H. Freiser, Some Interesting Aspects of the Extraction of Zinc, Pure Appl. Chem., 1969, 20, 77. 158. A. R. Al-Salihy and H. Freiser, Acid Dissociation and Metal Chelate Formation Equilibria of Some Halogenated Diphenylthiocarbazones, Talanta, 1969, 17, 182. 159. G. Colovos and H. Freiser, Determination of 2,3-Dimercaptopropanol-I (BAL) by Titration with Zinc, with Eriochrome Black T as Indicator, Talanta, 1969, 16, 1605. 160. K. S. Math and H. Freiser, The Crystal and Molecular Structure of the Mixed-ligand Chelate Formed From Nickel Dithizonate and Bipyridyl, Chem. &mm., 1970, 2, 110. 161. B. S. Freiser and H. Freiser, On the Nature of the “Enol” or “Secondary” Series of Diphenylthiocarbazone Chelates, Anal. Chem., 1970, 42, 305. 162. M. Matsui and H. Freiser, Amino AcidResponsive Liquid Membrane Electrodes, Anal. Lett., 1970, 3, 161. 163. H. Freiser, Some Recent Developments in Solvent Extraction, CRC Crit. Rev. Anal. Chem., 1970, 1, 47. 164. G. Colovos, M. Haro and H. Freiser, Reactions of 2’,7’-Bis(Acetoxymercuri)-Fluorescein with Certain Complexing Anions, Talanta, 1970, 17, 173. 165. B. S. Freiser and H. Freiser, Analytical Applications of Mixed Ligand Extraction Equilibria. Nickel-Dithizone-Phenanthroline Complex, ibid., 1970, 17, 540. 166. H. Freiser, Acid-Base Reaction Parameters, J. Chem. Educ., 1970, 47, 809. 167. H. Freiser, Calculation of Hydrogen Ionic Concentrations, ibid., 1971, 47, 844. 168. K. S. Math and H. Freiser, The Crystal and Molecular Structure of Zinc Dithizonate, Talanta, 1971, 18, 435. 169. W. J. Brinkman and H. Freiser, A Novel Method of Determining Certain Group VIII Metal Ions by Electron Paramagnetic Resonance Measurements, Anal. Lett. 1971, 4, 513. 170. R. W. Cattrall and H. Freiser, Coated Wire Ion Selective Electrodes. Anal. Chem., 1971, 43, 1905. 171. H. Freiser, Application of Solvent Extraction Principles to the Development of Ion-Selective Electrodes, in Solvent Extraction Proc. Int. Solvent Ext. Conf. 1971, J. G. Gregory, B.

Evans and P. C. Weston (eds.), Vol. 2, p. 1199. Society of Chemistry h Industry, London, 1971. 172. H. Freiser, Estrazione dentro Chimica Analitica, in USES Encyclopedia Della Chimica, 1971. 173. H. Freiser, Polywater and Analytical Chemistry: A Lesson for the Future, J. Chem. Educ., 1972, 49, 445. 174. H. J. James, G. D. Carmack and H. Freiser, Role of Solvent Extraction Parameters in Liquid Membrane Ion-Selective Electrodes, Anal. Chem., 1972, 44, 853. 175. H. J. James, G. D. Carmack and H. Freiser, Coated Wire Ion Selective Electrodes, ibid., 1972, 44, 856. 176. H. Freiser, The Two-Place Logarithm Table: An Aid to Understanding and Use of Logarithms, J. Chem. Ed., 1972 49, 325. 177. R. L. Stevenson and H. Freiser, Standardization of Metal Ion Solutions Using a Batch Ion Exchange Technique, Chem. Analit., Warsaw, 1972, 17, 675. 178. B. M. Kneebone and H. Freiser, Determination of NO, in Ambient Air Using a Coated-Wire Nitrate Ion Selective Electrode, Anal. Chem., 1973, 45, 449. 179. C. Woodward and H. Freiser, Sulphonated Azo-Dyes as Extractive Metallochromic Reagents, Talanta, 1973, 20, 417. 180. H. Freiser, Recent Research with some SulfurContaining Chelating Agents, Bunseki Kagaku, 1972, 21, 1330. 181. H. Freiser, H. J. James, G. Carmack, B. M. Kneebone and R. W. Cattrall, Coated Wire Ion-Selective Electrodes, United States Pat. App. 519, 191 (30 Oct. 74); Great Brit. Pat. App. 15128/72 (30 March 72); Japan Pat. App. 28856172 (22 March 72); West Germ. Pat. App. p. 22 15 378.2 (29 March 72); Can. Pat. App. 950536-issue (2 July 74), Great Brit. Pat. Pat.1375785 (24 March 75 issue). 182. H. Freiser, Ion Pair Partition, Acta Pharm. Suecica, 1972, 9, 609. 183. G. D. Carmack and H. Freiser, Conductance of Quaternary Ammonium Salt Dispersions in Polymeric Films, Anal. Chem., 1973, 45, 1975. 184.* H. Freiser, Solvent Extraction, in An Zntroduction to Separation Science, B. L. Karger, S. C. Su, S. Marchese and B. A. Persson, Wiley, New York, 1973. 185.* H. Freiser, Separations Processes in Analytical Chemistry, in The Industrial Environment-Zts Evaluation and Control, U.S. Govt. Printing office, 1973. 186. H. Freiser and P. Brant, A Photoelectron Spectrometric Confirmation of the Oxidation State of Copper in So-Called Secondary Cu(II) Dithizonate, Anal. Chem., 1974, 48, 1147. 187. K. Math and H. Freiser, Formation Constants

HENRYFasrssa

of Cd(I1) Complexes with Dithizone and Related Compounds, Tulunta, 1974, 21, 1215. 188. R. W. Cattrall, S. Tribuzio and H. Freiser, A Potassium Ion Responsive Coated Wire Electrode Based on Valinomycin, Anal. Chem., 1974, 46, 2223. 189. T. Fujinaga, S. Okazaki and H. Freiser, Ion Selective Electrodes Responsive to Anionic Detergents, ibid., 1974, 46, 1842. 190. T. Tarumoto and H. Freiser, Determination of Trace Level Quantities of Arsenic via a Novel Kinetic Method, ibid., 1975, 47, 180. 191. B. M. Kneebone and H. Freiser, Determination of Cr(V1) in Industrial Atmospheres by a Catalytic Method, ibid., 1975, 47, 595. 192. B. M. Kneebone and H. Freiser, Determination of Carbon Disulfide in Industrial Atmospheres by an Extraction-Atomic Absorption Method, ibid., 1975, 47, 942. 193. G. D. Carmack and H. Freiser, Electrical Charge Conduction Mechanism in Polymer Membrane Ion Selective Electrodes, ibid., 1975, 47, 2249. 194. G. Colovos, A. Yokoyama and H. Freiser, Application of the Solvent Extraction Technique to the Investigation of the Kinetics of the Reaction of Nickel(I1) and Certain Bidentate Heterocyclic Nitrogen Ligands, ibid., 1975, 47, 2441. 195.t J. Starjr and H. Freiser, Liquid-Liquid Distribution in Equilibrium Constants, Part IV, Chelate Extractants, IUPAC Special Publication, Oxford, 1978. 196. K. Uesugi and H. Freiser, Di(p-butylphenyl)thiocarbazone, A New Metal Chelating Extractant, in Essays on Analytical Chemistry, E. Wlinninen (ed.), p. 397. Pergamon Press, Oxford, 1976. 197. H. Freiser, Coated Wire Ion Selective Electrodes, Research Devel., 1976, 27, 28. 198. G. Carmack and H. Freiser, Effect of Pressure on Electrical Conduction in Ion Exchange Resins, Anal. Chem., 1977, 49, 767. 199. G. D. Carmack and H. Freiser, Assay of Phenobarbital Using an Ion Selective Electrode, ibid., 1977, 49, 1577. 200.* H. Freiser, Chapter 5 in Platinum-Group Metals, National Academy of Sciences, Washington, D.C., 1977. 201. D. L. Duewer and H. Freiser, Relating Molecular Structure to Metal Chelate Stability and Reagent Selectivity: Abstract Factor Analysis of the Chelate Formation Equilibria for some Diaminetetracarboxylic Acids, Anal. Chem., 1977, 49, 1960. 202. P. Baca and H. Freiser, Determination of Trace Levels of Nitrates by an Extraction-Photometric Method, ibid.. 1977, 49, 2249. 203. K. S. Bhatki, A. T. Rane and H. Freiser, Reactions of Some Nickel Chelates of

689

8-Quinolinols with Heterocyclic Nitrogen Bases, Znorg. Chim. Acta, 1978, 26, 183. 204.* H. Freiser, in Theory, Design and Biomedical Applications of Solid State Chemical Sensors, P. Cheung (ed.), CRC Press, Cleveland, 1978. 205.* H. Freiser, Instrumental Analysis: Solvent Extraction, in Instrumental Analysis, H. Bauer, G. Christian and J. G’Reilly (eds.), Allyn and Bacon, Boston, 1978. 206. K. S. Bhatki, A. T. Rane and H. Freiser, Self-adduct Formation in the Extraction of Nickel(I1) Chelates of Certain 8-Quinolinols, Indian J. Chem., 1977, 15A, 983. 207. H. Freiser, Vegyes Ligandumu Kelat Extrakcios Rendszerek, Kern. Kozlemen., 1977, 48, 89. 208. P. K. Davis, H. S. Leaver and H. Freiser, Regeneration of Organic Extractants Containing s-Hydroxyoximes, United States Patent, No. 4,104,359, 1 August, 1978. 209. J. R. Jezorek and H. Freiser, 4-(Pyridylazo)resorcinol-Based Continuous Detection System for Trace Levels of Metal Ions, Anal. Chem., 1979, 51, 373. 210. J. R. Jezorek and H. Freiser, Metal-Ion Chelation Chromatography on Silica-Immobilized 8-Hydroxyquinoline, ibid., 1979, 51, 366. 211.* H. Freiser (ed.), Chemical Analysis and Monitoring, in Cleaning Our Environment A Chemical Perspective ; American Chemical Society, Washington, D.C., 1978. 212. C. R. Martin and H. Freiser, MicrocomputerControlled Potentiometric Analysis System, Anal. Chem., 1979, 51, 803. 213. S. P. Carter and H. Freiser, Apparatus for Following Extraction Kinetics, ibid., 1979, 51, 1100. 214. J. DeNunzio and H. Freiser, The Use of Brilliant Green in Ion-Pair Chromatography, Talanta, 1979, 26, 587. 215. C. R. Martin and H. Freiser, Coated-Wire Ion Selective Electrodes and Their Application to the Teaching Laboratory, J. Chem. Educ., 1980, 57, 512. 216. S. P. Carter and H. Freiser, Kinetics and Mechanism of the Extraction of Copper with 2-Hydroxy-5-Nonylbenzophenone Oxime (LIX65N), Anal. Chem., 1980, 52, 511. 217. C. R. Martin and H. Freiser, Response Characteristics of Ion Selective Electrodes Based on Dinonylnaphthalenesulfonic Acid (DNNS), ibid., 1980, 52, 562. 218. K. Ohashi and H. Freiser, Kinetics and Mechanism of Formation of Nickel(IIkDiarylthiocarbazone Complexes, ibid., 1980, 52, 767. 219. T. Hori, M. Kawashima and H. Freiser, Mixed Ligand Chelate Extraction of Lanthanides: 8-Quinolinol Systems, Sep. Sci. Tech., 1980, 15, 861. 220. C. Martin and H. Freiser, Ion Selective Elec-

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trode for the Determination

of Phencyclidine,

Anal. Chem, 1980, 52, 1772. 221.t H. Freiser, Zon Selective Electrodes in Analytical Chemistry, Vol. I, Plenum Press, New

York, 1978. 222.t H. Freiser, Zon Selective Electrodes in Analytical Chemistry, Vol. II, Plenum Press, New York, 1980. 223. T. Yamada and H. Freiser, Propranolol Coated Wire Ion-Selective Electrode, Anal. Chim. Acta,

Denki Kagaku Oyobi Kogyo Butsuri Kagaku, 1982, 50, 117. 238. S. P. Bag and H. Freiser, Liquid Distribution

Equilibria in the Copper(7-(1-Vinyl3,3,6,6Tetramethylhexyl)~S-Quinolinol System, Anal. Chim. Acta, 1982, 135, 319. 239. K. Akiba and H. Freiser, The Role of the

240.

1981, 125, 179. 224. K. Ohashi and H. Freiser, Kinetics of BackExtraction of Nickel Dithizonate, Anal. Chem.,

1980, 52, 2214. 225. M. Kawashima and H. Freiser, Mixed Ligand Chelate Extraction of Lanthanides in 8-Quinolinol Tetra-n-heptylammonium Chloride Systems, ibid., 1981, 53, 284. 226. C. Martin and H. Freiser, Ion-Selective Electrodes Based on an Ionic Polymer, ibid., 1981, 53, 902. 227. 0. Tochiyama

and H. Freiser, Mixed Ligand Chelate Extraction of Lanthanides With 5,7-Dibromo-8-Quinolinol Systems, ibid., 1981,

53, 874. 228. T. Gnanasambandan

229.

230.

231.

232.

233.

and H. Freiser, Paired Ion Chromatographic Separation of Neutral Species, ibid., 1981, 53, 909. K. Ohashi, M. Ozaki and H. Freiser, Study on the Exchange of Nickel(II)-dithizone with Mercury(I1) by Atomic Absorption Spectrophotometry, Bunseki Kagaku, 1981, 30, 139. H. Freiser, Kinetics of Solvent Extraction of Metal Chelates, Proc. Zntl. Solvent Extr. Conf. Liege, Belgium, 1980, Paper 80-11. T. Honjo and H. Freiser, Extraction of Nickel(II), Copper( and Zinc(I1) in Carbon Tetrachloride with Monothiodibenzoylmethane and Derivatives, Anal. Chem., 1981, 53, 1258. E. Yamada and H. Freiser, Mixed Ligand Chelate Extraction of Lanthanide Ions in Systems Involving 7-( l-Vinyl-3,3,6,6-tetra8-Quinolinol, and methyl)-%quinolinol, l,lO-Phenanthroline, ibid., 1981, 53, 2115. H. Freiser, Solvent Extraction in Analytical Chemistry and Separation Science, Bunseki

Kagaku, 1981, 30, S47. 234. 0. Tochiyama and

H. Freiser, Mixed Ligand Chelate Extraction of Lanthanides with 1-Phenyl-3-Methyl4Gctanoyl-5-Pyrazolone Systems, Anal. Chim. Acta, 1981, 131, 233. 235. L. Cunningham and H. Freiser, Response and Selectivity Characteristics of Alkylammonium Ion-Selective Electrodes, ibid., 1981, 132, 43. 236. S. P. Bag and H. Freiser, Kinetics and Mechanism of Solvent Extraction of Copper with Kelex 100 in Presence of Nitrilotriacetic Acid, ibid., 1982, 134, 333. 237. S. Okazaki and H. Freiser, A Proposal to Account for the Selectivity Coefficient of ISE,

241.

242.

243.

Solvent in Equilibrium and Kinetic Aspects of Metal Extractions, ibid., 1982, 136, 329. S. P. Bag and H. Freiser, Preferential Solvation of Dithizone in Chloroform in Cyclohexane, ibid., 1982, 136, 439. K. Akiba and H. Freiser, Equilibrium and Kinetics of Nickel Extraction with 2-Hydroxy5-nonylbenzophenone Oxime, Sep. Sci. Tech., 1982 17, 745. V. Bagreev and H. Freiser, Mechanistic Studies on the Extraction of Copper by 5,8-Diethyl-7hydroxy-dodecane-6-One Oxime (LIX 63), ibid., 1982, 17, 751. L. Cunningham and H. Freiser, Ion Selective Electrodes for Basic Drugs, Anal. Chim. Acta,

1982, 139, 97. 244. T. Gnanasambandan

and H. Freiser, Separation of Aliphatic Alcohols by Paired Ion Liquid Chromatography, Anal. Chem., 1982,54, 1282. 245. H. Watarai, L. Cunningham and H. Freiser, Automated System for Solvent Extraction Kinetic Studies, ibid., 1982, 54, 2390. 246. H. Watarai and H. Freiser, Effect of Stirring on the Distribution Equilibria of N-Alkyl Substituted Dithizones, J. Am. Chem. Sot., 1983, 105, 191. 247. H. Watarai and H. Freiser, The Role of the Interface in the Extraction Kinetics of Zinc and Nickel Ions with Alkyl Substituted Dithizones, ibid., 1983, 105, 189. 248. L. Zhu and H. Freiser,

Solvent Extraction Equilibria of Uranium with 7-Dodecenyl-8Quinolinol, Anal. Chim. Acta, 1983, 146, 237. 249. T. Gnanasambandan and H. Freiser, Paired Ion Chromatography of Certain Monosaccharides, Anal. Chem., 1982, 54, 2379. 250. K. Haraguchi and H. Freiser,

Kinetics and Mechanism of Metal Exchange Reaction of Bis-8-Mercaptoquinolatonickel(I1) Chelate with Copper(I1) Ion by an Exchange Extraction Method, Znorg. Chem., 1982, 22, 653. 25 1. H. Freiser, Reagents Used in Inorganic Analysis Reagents, in Treatise on Analytical Chemistry, 2nd Ed., Part I, Vol. 3, I. M. Kolthoff and P. J. Elving (eds.), Wiley, New York, 1983. 252. K. Haraguchi and H. Freiser, Equilibrium and Kinetics of Extraction of Nickel with 7-Dodecenyl-8-Quinolinol (Kelex loo), Znorg. Chem., 1983, 22, 1187. 253. K. Haraguchi and H. Freiser, Kinetics of Extraction of Nickel with 8-Mercaptoquinoline. Anal. Chem., 1983, 55, 656.

HENRY FREISER

254. Y. Sasaki and H. Freiser, Mixed Ligand Chelate Extraction of Lanthanides with 1Phenyl-f Methyl-4-Acyl-5-Pyrazolones, Inorg. Ckem., 1983, 22, 2289. 255. C. Martin and H. Freiser, Large Organic Cation-Selective Electrodes, United States Put. App. 239,081 (2-27-81), issued 4,399,002 (8-16-83). 256. E. Ma and H. Freiser, Mechanistic Studies on the Extraction of Palladium (II) with 2-Hydroxy-5-Nonylbenzophenone Oxime (LIX 65N), Solvent Extr. Ion Exck., 1983, 1, 485. 257. H. Freiser, Kinetics and Mechanism of Metal Chelation Processes Via Solvent Extraction Techniques, Ace. Ckem. Res., 1984, 17, 126. 258. Z. Yoshida and H. Freiser, Ascending Water of Metal Extractants. Electrode Studies of Protonated Transfer Ion Faradaic 1, 10-Phenanthroline and Its Derivatives Across An Aqueous 1,ZDichloroethane Interface, J. Electroanal. Ckem., 1984, 162, 307. 259. E. Ma and H. Freiser, Solvent Extraction Equilibria and Kinetics in the Palladium Acid-7-(l-Vinyl-3,3,5,5(ID-Hydrochloric tetramethylhexyl)-8-Quinolinol System, Inorg. Ckem., 1984, 23, 3334.

260.

261.

262.

263.

264.

265.

E. Ma and H. Freiser, Reactivity of Palladium Dithizonate with Lewis Acids and Bases, ibid., 1984, 23, 3342. L. Cunningham and H. Freiser, Ion-Selective Electrodes For Some /?-Adrenergic and Calcium Blockers, Anal. Ckim. Acta, 1984, 157, 157. Z. Yoshida and H. Freiser, Ascending Water Electrode Studies of Metal Extractants. Role of Kinetic Factors In the Faradaic Ion Transfer of Metal-Phenanthroline Complex Ions Across an Aqueous-Organic Solvent Interface, Znorg. Ckem., 1984 23, 3931. Z. Yoshida and H. Freiser, Mechanism of the Carrier-Mediated Transport of Potassium Ion Across the Water-Nitrobenzene Interface by Valinomycin, J. Electroanal. Ckem., 1984, 179, 31. A. Trujillo, T. Gnanasambandan and H. Freiser, Determination of Organophosphorus Compounds by Dye Assisted Chromatography, Anal. Ckim. Acta, 1984, 162, 333. E. Aprahamian, Jr., F. F. Cantwell and H. Freiser, Measurement of Interfacial Adsorption and Interfacial Area in Vigorously Stirred Solvent Extraction Systems, Langmuir, 1985, 1,79.

POSTDOCTORAL ASSOCIATES OF PROFESSOR HENRY FREISER

Prof. Carl B. Honaker Department of Chemistry Tennessee Wesleyan College Athens, Tenn. 37303

Prof. Kumar Math Reader in Chemistry Kamatak University Dharwar-58003, India

Prof. Al80 Corsini Department of Chemistry McMaster University Hamilton, Ontario, Canada

Dr. Hans Jadamus Wientapper Wg 24 Hamburg 5555, Germany

Prof. Saswati P. Bag Department of Chemistry Jadavpur University Calcutta-32, India

Dr. G. Ehrlich US Geological Survey 345 Middlefield Road Menlo Park, CA

Prof. Carl R. Wasmuth Department of Chemistry University of Tennessee at Martin, Tenn. 38237 Prof. D. (Jack) Betteridge Department of Chemistry University College of Swansea Singleton Park, Swansea, UK Prof. Eiichi Sekido Department of Chemistry Faculty of Science Kobe University Rokkodai, Nada Kobe, Japan

691

Prof. Susumu Takamoto Faculty of Science Gakushuin University Mejiro, Tokyo, Japan Prof. Horatio A. Mottola Department of Chemistry Oklahoma State University Stillwater, Oklahoma 74078 Dr. David Kealey Chemistry Department Kingston Polytechnic Institute London, UK

HENRYhELSER

692

Dr. Akira Kawase National Research Institute for Metals 300, 2-Chome, Nakameguro Tokyo, Japan Dr. Colin Woodward 17 Hardwich Road Sedgefield, Cleveland, England Dr. Kumar S. Bhatki Hot Laboratory Tata Institute of Fundamental Homi Bhabha Road Bombay, India 400 005 Dr. Hobart G. Hamilton Office of the Chancellor Stanislaus State College Turlock, CA 95380 Dr. P. R. Subbaraman National Chemical Laboratory Poona-8, India Dr. Toshitaka Hori Department of Chemistry College of Liberal Arts & Sciences Kyoto University Kyoto 606, Japan Dr. Huang Chun-Hui Department of Chemistry Peking University Beijing, China Professor John Jezorek Department of Chemistry University of North Carolina Greensboro, NC 27412 Dr. Munetsuga Kawashima Shiga University Faculty of Liberal Arts & Education 2-5-l Hiratsu-cho Otsu-City, 520, Japan Dr. Thomas McGrath Department of Chemistry Susquehanna University Selinsgrove, PA 17870 Dr. Hoshimi Sasaki Department of Industrial Chemistry Fukui Technical College Geshi, Sabae City, 915 Japan

Research

Dr. Osamu Tochiyama Department of Nuclear Engineering Faculty of Engineering Tohoku University Aramaki-aza-aoba Sendai, 980, Japan Professor Robert Cattrall Department of Chemistry La Trobe University Bundoora, Victoria Australia 3083 Professor Rong Qing-Xin Chemistry Department Zhongshan (Sun Yatsen) University Guangzhou, People’s Republic of China Dr. Hitoshi Watarai Department of Chemistry Faculty of Education Akita University Tegata-gakuencho Akita 010, Japan Dr. Takeshi Yamada Faculty of Textile Science Kyoto Technical University Matsugasaki Goshokaido-cho Sakyo-ku, Kyoto, 606, Japan Dr. Zenko Yoshida Analytical Chemistry Division Japan Atomic Energy Research Institute Tokai-mura, Naka-gun Ibaraki, 319-11, Japan Professor Lin Zhu Department of Chemistry Sichuan University Chengdu, Sichuan People’s Republic of China Professor P. J. Sun 3 Fl., No. 244 Hsin I Road Sec. 4 Taipei, Taiwan 106 People’s Republic of China Dr. C. J. Coetzee Department of Chemistry University of the Western Cape Bellville, South Africa Professor Masakazu Matsui 27-5, Goshu-no-Uchi Matsugasaki, Sakyo Kyoto, Japan

HENRYFaatsaa

Prof. Bob E. McClellan Department of Chemistry Murray State University Murray, Kentucky 42071 Prof. Abdul R. Al-Salihy Department of Chemistry University of Baghdad Adamiya, Baghdad, Iraq Prof. Helen James Weber State College Department of Chemistry Ogden, Utah 84403 Prof. Benjamin Kirson The Hebrew University of Jerusalem Department of Inorganic and Analytical Chemistry Jerusalem, Israel Dr. Takeshi Ashizawa Atomic Fuel Corp. Tokai, Ibaragi, Japan Prof. Ted Haupert Department of Chemistry California State College Sacramento, CA 95819 Dr. Kenichi Akiba Res. Institute of Mineral Dressing & Metallurgy Tohoku University Katahira-2, Sendai, Japan Dr. James DiNunzio Department of Chemistry Wright State University Dayton, OH 45435 Dr. David L. Duewer Monsanto Industrial Chemicals St. Louis, Missouri 63167 Prof. Marcia Cordes Department of Chemistry Creighton University Omaha, Nebraska 68 131 Dr. George Colovos Science Center Rockwell International P.O. Box 1085 Thousand Oaks, CA 91360 Prof. Takaharu Honjo Department of Chemistry Kanazawa University Kanazawa, Ishikawa 920 Japan

Prof. Genkichi Nakagawa Department of Chemistry Nagoya Institute of Technology Gokiso-Cho Show A-Ku Nagoya, Japan Prof. William Van Willis Department of Chemistry California State College Fullerton, CA 92631 Dr. V. V. Bagreev Institute of Geochemistry & Analytical Chemistry Academy of Science of U.S.S.R. Kosygin St. 19 Moscow V-334 U.S.S.R. Dr. Enxin Ma Shanghai Institute of Organic Chemistry Academia Sinica 345 Linglin Lu Shanghai, China Dr. Kensaku Haraguchi 619-24 Kotoni-jutaku 95 Hachiken, Nishi-ku Sapporo 063, Japan Professor Akira Yokoyama Faculty of Pharmaceutical Sciences Kyoto University Skayo-ku, Kyoto Japan Dr. Tsunehiko Tarumoto c/o Imai 549 W. 123rd St. New York, NY 10027 Professor Katsuya Uesugi Laboratory of Chemistry Himeji Institute of Technology Shosya 2167 Himeji Hyogo 671-22, Japan Dr. Satoshi Okazaki Department of Chemistry Kyoto University Kyoto, Japan Dr. Kousaburo Ohashi Department of Chemistry Ibaraki University 2-l-l Bunkyo, Mito 310, Japan Professor Quintus Fernando Department of Chemistry University of Arizona Tucson, AZ 85721

693

HENRYFasissa

694

Prof. Rong Qing-Xin Zhongshan University Guangzhou, People’s Republic of China

Dr. Shigeo Umetani Institute for Chemical Research Kyoto University Kyoto, Japan

Prof. Zhao Zaofan Department of Chemistry Wuhan University Wuhan, People’s Republic of China

Dr. Maciej Kostanski Institute of General Chemistry Poznan Technical University Poznan, Poland Dr. Shigeru Taguchi Department of Chemistry Toyama University Toyama, Japan

Professor Fred Cantwell Department of Chemistry University of Alberta Edmonton, Alberta Canada Dr. Lin Sinru Shanghai Institute of Metallurgy Academy of Sciences of China Shanghai, China 200050 Dr. Shoji Motomizu Department of Chemistry Faculty of Science Okayama University Tsushima, Okayama 700 Japan

Dr. Li Ke-an Department of Chemistry Peking University Beijing, People’s Republic of China Dr. B. BudBSinsky Chemical Laboratory Phelps Dodge Morenci, AZ 85540 Dr. E. Yamada Dr. N. Egan

Dr. Kazuo Kondo Department of Organic Synthesis Kyushu University Hakozaki, Higashi-ku Fukuoka 812, Japan Dr. Sargon J. Al-Bazi Department of Chemistry University of Manitoba Winnipeg, Manitoba Canada R3T 2N2

Dr. R. Prasad Dr. J. S. Oh Dean of Academic Affairs Ajou University Suweon, Korea Dr. Lawrence Cunningham Department of Chemistry University of Arizona Tucson, AZ 85721

Ph.D. STUDENTS OF PROFESSOR HENRY FREISER

Dr. R. G. Charles Westinghouse Research Pittsburgh Dr. W. D. Johnston Pittsburgh Plate Glass Research Pittsburgh Prof. J. L. Walter Department of Chemistry Notre Dame University Notre Dame, Ind. 46556 Prof. J. Steinbach (U. of Kentucky, retired)

Dr. L. M. Melmck Section Supervisor Analytical Chemistry us Steel Corp. Applied Research Laboratory Monroeville, PA 15146 Dr. John Hedenburg Gulf Research Dr. Leonard M. Shorr Israel Mining Institute Haifa, Israel Dr. Thomas R. Harkins

HENRY Faarsza

Dr. Anoop Krishen Goodrich Research Akron, Ohio Dr. J. P. McKaveney, Manager Occidental Research Corp. 1855 Carrion Road La Verne, CA 91750 Dr. D. Fleischer Prof. G. E. Cheney Department of Chemistry Acadia University deceased Dr. Morris Mendelsohn Westinghouse Research Pittsburgh Dr. Anna M. Coleman Dow-Coming Research Midland, Michigan Dr. Stanley J. Jankowski ICI United States Inc. Wilmington, Del. Prof. Robert E. Kirby Queens College, CUNY Department of Chemistry 65-30 Kissena Blvd. Flushing, NY 11361

Prof. James Fresco Department of Chemistry McGill University P.O. Box 6070, Station A Montreal, Quebeck H3C 3Gl Canada Dr. Robert L. Stevenson, Manager Research & Development Varian, Aerograph Division 2700 Walnut Creek, CA 94598

Prof. George Gutnikov Dept. of Physical Sciences Cal. State Polytechnic College Pomona, CA 91766

Dr. David Kingston

Dr. William J. Brinkman Magma Copper Co. San Manuel, AZ

Dr. Larry Cunningham Department of Chemistry University of Arizona Tucson, AZ 85721

Dr. C. R. Martin Department of Chemistry Texas A&M University College Station, Texas

Dr. Gary Carmack Pathology Lab VA Hospital Phoenix, Arizona

Dr. 0. E. Harris Dr. F. Chou Dr. T. Gnanasambandan

Dr. S. P. Carter FMC Corporation Princeton, NJ

CURRENT Ph.D. STUDENTS OF PROFESSOR HENRY FREISER

Andres Trujillo-Rebollo Ed Aprahamian, Jr. V. G. Chamupathi Anthony Stevens

Daro Ferrara Ted Cecconie Mark Dietz

MASTER OF SCIENCE STUDENTS OF PROFESSOR HENRY FREISER

Ram Keswani Adolph E. Spakowski NASA Cleveland R. G. Charles Lydia J. Uhlig

Mary Eagle W. D. Johnston T. Christos S. J. Jankowski P. Baca C. Sikabwe H. S. Lee

695

696 Carl Bostic Robert Barca Prof. James Katekaru Chemistry Department Cal. State Polytechnic College San Luis Obispo, CA 93420 Willow Frazier Barbara Kneebone Magma Copper Co. San Manuel, AZ

HENRYFRE~SW

Mark Fu-Pao Tsao Department of Chemical Engineering National Centrat University College of Science Chug-Ii, Taiwan 320 Republic of China Carlos Fabara Instituto National de Investigaciones Agropecuarias (INIAP) P.O. Box 2600 Quito, Ecuador