70220-06-3Relevant academic research and scientific papers
CARBONOTHIOATES AS FLAVOURS AND FRAGRANCES
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Page/Page column 5, (2010/11/03)
Provided are new O-alkyl S-hydroxyalkyl carbonothioates and O-alkyl S-alkoxyalkyl carbonothioates of formula (I) where R1-R4 are as defined in the claims, their manufacture and their use as flavour and fragrance. Also provided are flavour and fragrance compositions comprising said substance and at least one further flavour ingredient.
Raman spectroscopy of unbranched hexenyl methyl ethers containing a terminal methoxy group
Bowen, Richard D.,Edwards, Howell G.M.,Farwell, Dennis W.
scheme or table, p. 36 - 41 (2010/08/19)
The Raman spectra of six isomeric hexenyl methyl ethers in which the alkenyl chain is unbranched and has a terminal methoxy group are reported and discussed. A well-defined and analytically useful correlation is found between the stereochemistry of the double bond and the wavenumber of the ν(C{double bond, long}C) stretching vibration. Confirmation of the stereochemistry of the double bond and its location within the alkyl chain is accessible from the number and wavenumber of the ν(sp2C{single bond}H) stretching bands. In addition, the nature of the double bond in the hexenyl chain is observed to exert an influence on several deformation and skeletal modes. These trends allow the assignment of Raman bands to vibrational modes to be refined or corrected. The implications of this study on model compounds for larger molecules of biological significance in which an alkenyl group is present are considered.
1-Methoxyhexane-3-thiol, a powerful odorant of clary sage (Salvia sclarea L.)
Van De Waal, Matthijs,Niclass, Yvan,Snowden, Roger L.,Bernardinelli, Geerald,Escher, Sina
, p. 1246 - 1260 (2007/10/03)
The peculiar and highly diffusive odor signal of flowering clary-sage plants (Salvia sclarea L.) was identified to derive from trace amounts of 1 -methoxyhexane-3-thiol (1) by mass-spectrometry analysis and confirmed by comparison with synthetic racemic thiol (±)-1. The enantiomers (S)- and (R)-1 were prepared by enantioselective synthesis, and the absolute configuration of (S)-1 was fully corroborated by X-ray-diffraction analysis of the crystalline thioester (1′S,1S)-2. Compound (S)-1 is one of the most powerful odorants known, with a detection threshold of 0.04·10-3 ng/l air, and is, with its herbaceous-green, alliaceous, and perspiration profile, key to the fragrance of clary-sage flowers and of the freshly distilled essential oil. As a consequence of its unique odor, 1 was also suspected to be part of the volatiles of a Ruta species where it was subsequently identified together with its homologue, 1-methoxyheptane-3-thiol (3), 1-methoxy-4-methylpentane-3-thiol (4), and the known 4-methoxy-2-methylbutane-2-thiol (5). The syntheses of (±)-3 and (±)-4 as well as of the enantiomer (R)-4 are described. In both natural fractions, the ratio (S)-1/(R)-1 was slightly in favor of the (S)-enantiomer. Natural 4 has (R)-configuration.
Derivatives of cis-3-hexenol and process for producing compositions of matter containing cis-3-hexenal and products produced thereby and organoleptic uses thereof
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, (2008/06/13)
Described are cis-3-hexenyl derivatives having the generic structure: STR1 wherein R is one of the moieties: STR2 which are useful in foodstuffs, flavorings, fragrances, perfumed articles (e.g. anionic, cationic or nonionic detergents, dryer-added fabric softener articles and cosmetic powders) and smoking tobacco flavorings; processes for producing such cis-3-hexenyl derivatives and products produced according to such processes which include chemical compounds in addition to said cis-3-hexenyl derivatives.
