Frans-p-Menthane

Fourteen members of this group of flavouring substances, ethane-1,1 -dithiol (No. 1660), 4-mercapto-2-pentanone (No. 1670), diisopentyl thiomalate (No. 1672), cis- and frans-mercapto-p-menthan-3-one (No. 1673), 2,4,6-trithiaheptane (No. 1684), ( )-2,8-epithio-c/s-p-menthane (No. 1685), mixture of 3,6-diethyl-1,2,4,5-tetrathiane and 3,5-diethyl-1,2,4-trithiolane (No. 1687), ( )-3-(methylthio)heptanal (No. 1692), ethyl methyl disulfide (No. 1693), ethyl propyl trisulfide (No. 1695), methyl isopentyl disulfide (No. 1696), butyl ethyl disulfide (No. 1698), allyl propyl disulfide (No. 1700) and bis(1-mercaptopropyl)sulfide (No. 1709), have assay values of <95%. Information on the safety of the secondary components of these 14 compounds is summarized in Annex 5 (Summary of the safety evaluation of secondary components for flavouring agents with minimum assay values of less than 95%). The secondary component of diisopentyl thiomalate, diisopentyl thiotartronate, is expected to share the same metabolic fate as the primary substance. The secondary components of frans-mercapto-p-menthan-3-one, piperitone (No. 435) and a-terpineol (No. 366), are expected to undergo rapid absorption, distribution, metabolism and excretion and were evaluated at previous... 

Terpin n Terpinol, 4-Hydroxy-oc,a,4-trimethylcyclohexa-nemethanol. Additional Names p-menthane-l,8-diol dipenteneglycol. Molecular Formula C10H20O2. Molecular Weight 172.26. Percent Composition C 69.72%, H 11.70%, O 18.58%. Literature references from Merck index (2001) 13th edn. Both ds-and frans-modifica-tions are known. The ds-compd is obtained most readily in the hydrated form, cfs-terpin hydrate. Prepn of ds-form from oil of turpentine Hempel (1876) Ann 180 71 Wallach (1885) Ann 230 225 Schmitt (1955) Mfg Chemist (1955) 26 350. From d-limonene Sword (1925) J Chem Soc (1925) 127 1632. Prepn of trans-form from 1,8-cineole, a-terpineol or ds-terpin hydrate Matsuura et al (1958) Bull Chem Soc Japan 31 990 Lombard R, Ambroise G (1961) Bull Soc Chim France 230. Structure of ds- and trans-forms Baeyer Ber (1893) 26 2861. 

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