Identification of dialkyl peroxides by paper chromatography

416

NOTES

Compounds which are rather alkali-labile are not decomposed by the buffer. Thus UDP-glucose shows no sign of decomposition within 3-4 11.The buffer solution can be stored for months without alteration and can be recommended after considerable experience. This investigation was supported in part by a research grant (No. GM 03442) from the National Institutes of Health, U.S. Public Health Service, by the Rockefeller Foundation and by the Conscjo National de Investigaciones Cientificas y Tcknicas (Reptiblica Argentina). Institute de Investigaciones Bioqzhzicas “F~~ndaci&a Caw.@omar” and Fac&ad de Ciencias Exactns y N&wales, Obligcdo 2490, Bzse?zosAires 28 (Aqpntina) 1 S. BURROWS,

1;.S. 3X. GRYLLS

AND

J, S. HARRISON,

EDUARD~

I. RUTH J. GON~ALVES** MARCELO DANKER~

Natwe,

2 G. E. DELORY AND E. J. KING, Bioc?re~w.J., 39 (x945) 245. 3 I"\.MARKHAM AND J. D. Sn~rrH, Natwe, 14s (1951) 406. *I Z. STRANSIC~, J. CJ~~~omc~lo~.,10 (lgG3) 4.56. Received

RECONDO*

170 (19.52)Soo.

May ISth, 1964

* Career inwxtigator of the Consejo National cle In\~estigacioncs Cicntificss y T&micas blica hrgcntina). ** Post-Gracluate Fellow of the Gowkno do Estaclo de Rio Grancle do Sul (Brasil). J. C/womato~.,

Identification

of dialkyl

peroxides

by paper

(litepd-

16 (rgG4) 415-416

chromatography

It has been shown that good separation of alkyl hydroperoxides can be obtained by paper chromatography1 though, as yet, no satisfactory method for the separation of dialkyl peroxides has been reported. The following separation was devised in order to characterise diallcyl peroxides produced in the radiation induced oxidation of hydrocarbons but may well be of value in other work.

The apparatus used was similar to that described by CARTLIDGE AND TIPPERS. Whatman No. 3 chromatography paper was treated with 5 vol. yO solution of silicone oil (Hopkin and Williams MS 1107) in So--100~ petroleum ether and dried in an oven at IIOO for I 11. Samples were applied and the paper was sandwiched between glass plates which had previously been treated with the silicone solution. Chromatograms were run using a solution of water in’ methanol as moving phase, the rate of movement of the solvent front being approximately 7 cm/h. They were then developed by and left to stand for 20-30 min spraying with a solution of ferrous thiocyanate” when the presence of peroxides was indicated by red spots. It was possible to detect IOO pg of peroxide. J. Cltro~~zalo~. , 16 (19G4)41G-417

417

NOTES

VALUES 0F DIALIwf. phase : silicone from 5 yO solution; Xp

(Stationary

Di-n-hexyl peroxide Di-cyclohexyl peroxide Di-n-pentyl pcroside Di-n-butyl peroxide Allcyl hyclroperoxiclcs

P~R~LXIDIZS

moving

phase : water-methanol)

0.43 0.58 0.70

o-44 O-35 0.55

1.0

1.0

0.21

Results are shown in Table I. The dialkyl peroxides used were prepared by the method of WILLIAMS AND MOSI-IER~. It will be seen that a good separation of peroxides may be achieved. The RF values are somewhat dependent on the experimental conditions and in establishing the identity of an unknown, it was found preferable to run control samples of known ’ peroxides with the unknown. Acknowledgement Thanks work.

are due to Dr. C. I?. H. TIPPER for helpful advice

during

G. DOBSON G. HUGRES

Donnan Laboratories, The University, Liverpool (Groat Britain) 1 J'.CARTLIDGE

J. AnnA&m, 499. 3 A. R. WILLIAMS 2 M.

Received

ANI> C. 'F.I-1,TIPPER, Anal. C&m. A. G. DAVIES, D. 1% I~LEwELLYN AND

May rgth,

I-I. S. MOSHER,

IgGq.

J. Am.

the course of this

Chm.

Aclu, AND

zo- (1g60)

x06.

E. hf. TI-IAIN,A~zu~. Cf~im.Acta,

Sot.,

7G (1954) 1984.

17 (tg57)