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cis-3-Hexenyl tiglate
Fragrance raw m:~terials monographs
809
cis-3-HEXENYL TIGLATE
Sy, o,ynJ: cis-3-Hexen~l-2-methyl-rrans-2-butenoate. Strt~cture: CH3-CH, "CH:CH'[CHz]z ' O O C ' C ( C H j ) : C H ' C H 3 . Descriptiolt ~md physical properties: A colourless liquid. Occurrence: Has apparently not been reported to occur in nature. Preparation: From ci.~-3-hexenol and tiglic acid by direct esterification (Arctander, 1969). U.~e.~: In public use since the 1960s. Use in fragrances in the USA amounts to less than I000 Ib/)r. Concentration in final product (.o/o): Usual Maximum
Soap
Detergent
0.01 01
ff(X) l 0.01
(.'ream.~,lofiotl.s @005 0"03
P(,rfilott" 02 I-2
A,tal.vtic,I d,~ta: G=ts chromatogram. RIFM no. 76--140; infra-red curve. RIFM no. 76--140. Slams
cis-3,Hexenyl tiglate is not included in the listings of the FDA, ,FEMA (1965) or the Council of Europe (1974), or in the Food Chemical5 Codex (1972). CAS Registry No. 67883-79-S. Biological data
Acute toxicity. Both the acute oral LD.~o in rats and the acute dermal LD~o in rabbits exceeded 5 g/kg (Morcno. 1976). Irritation. cis-3.Hexcnyl tiglate applied full strength to intact or abraded rabbit skin for 24 hr under occlusion was moderately irritating (Moreno, 1976). Senxitization. A maximization test (Kligman, 1966; Kligntan & Epstein, 1975) was carried out on 25 volunteers. The material was tested at a conoentration of 12~,~, in petrolatum and produced rto sensitization reactions (Frost. 1976). References Arctander. S. (1969) Pt.rfimu" and F'lal'or Chemicals (Aroma Chemicals). VoL I. no. 1630, S. Arctander. Montclair, NJ. Council of Europe (19741. Natural Flnvouring Substances. Their Sources, and Added ,Artificial Flavouring Substances. Partial Agreement in the Social and Public Health Field. Strasbourg Flavoring Extract Manufacturers" Association (1965). Survey of flavoring ingredient usage levels. Fd "Technol., Champaign 19 (2), part 2, 155, Food Chemicals Codex (1972). 2rid Ed. Prepared by the Committee on Specifications. Food Chemicals Codex. of the Committee on Food Protection. National Academy of Sciences-National Research Council Publ. 1406, Washington. DC. Frost. P. (1976). Report to RIFM. 3 FEbruary. Kligman. A. M. 11966). The identification of contact allergens by human assay. 1|I. The maximization test. A procedure for screening and rating contact sensitizers. J. intern. Dcrm. 47, 393. Kligman. A. M. & Epstein, W. (1975). Updating the maximization tes! for identifying contact allergens. Contact Dermatitis I. 231. Moreno. O. M. (1976). Report ',o RtFM. 13 March.
809
cis-3-HEXENYL TIGLATE
Sy, o,ynJ: cis-3-Hexen~l-2-methyl-rrans-2-butenoate. Strt~cture: CH3-CH, "CH:CH'[CHz]z ' O O C ' C ( C H j ) : C H ' C H 3 . Descriptiolt ~md physical properties: A colourless liquid. Occurrence: Has apparently not been reported to occur in nature. Preparation: From ci.~-3-hexenol and tiglic acid by direct esterification (Arctander, 1969). U.~e.~: In public use since the 1960s. Use in fragrances in the USA amounts to less than I000 Ib/)r. Concentration in final product (.o/o): Usual Maximum
Soap
Detergent
0.01 01
ff(X) l 0.01
(.'ream.~,lofiotl.s @005 0"03
P(,rfilott" 02 I-2
A,tal.vtic,I d,~ta: G=ts chromatogram. RIFM no. 76--140; infra-red curve. RIFM no. 76--140. Slams
cis-3,Hexenyl tiglate is not included in the listings of the FDA, ,FEMA (1965) or the Council of Europe (1974), or in the Food Chemical5 Codex (1972). CAS Registry No. 67883-79-S. Biological data
Acute toxicity. Both the acute oral LD.~o in rats and the acute dermal LD~o in rabbits exceeded 5 g/kg (Morcno. 1976). Irritation. cis-3.Hexcnyl tiglate applied full strength to intact or abraded rabbit skin for 24 hr under occlusion was moderately irritating (Moreno, 1976). Senxitization. A maximization test (Kligman, 1966; Kligntan & Epstein, 1975) was carried out on 25 volunteers. The material was tested at a conoentration of 12~,~, in petrolatum and produced rto sensitization reactions (Frost. 1976). References Arctander. S. (1969) Pt.rfimu" and F'lal'or Chemicals (Aroma Chemicals). VoL I. no. 1630, S. Arctander. Montclair, NJ. Council of Europe (19741. Natural Flnvouring Substances. Their Sources, and Added ,Artificial Flavouring Substances. Partial Agreement in the Social and Public Health Field. Strasbourg Flavoring Extract Manufacturers" Association (1965). Survey of flavoring ingredient usage levels. Fd "Technol., Champaign 19 (2), part 2, 155, Food Chemicals Codex (1972). 2rid Ed. Prepared by the Committee on Specifications. Food Chemicals Codex. of the Committee on Food Protection. National Academy of Sciences-National Research Council Publ. 1406, Washington. DC. Frost. P. (1976). Report to RIFM. 3 FEbruary. Kligman. A. M. 11966). The identification of contact allergens by human assay. 1|I. The maximization test. A procedure for screening and rating contact sensitizers. J. intern. Dcrm. 47, 393. Kligman. A. M. & Epstein, W. (1975). Updating the maximization tes! for identifying contact allergens. Contact Dermatitis I. 231. Moreno. O. M. (1976). Report ',o RtFM. 13 March.