38462-22-5 Usage
Description
P-MENTHA-8-THIOL-3-ONE, also known as p-mentha-8-thiol-3-one, is a clear yellow to dark yellow liquid with a black currant flavor. It is an essential odoriferous constituent of buchu leaf oil and is synthesized from pulegone and is a liquid mixture of cis-trans-isomers with a typical blackcurrant odor. It is prepared by reacting pulegone with hydrogen sulfide in the presence of a base, such as triethylamine. This powerful fragrance and flavor substance is used in perfume and aroma compositions.
Uses
Used in Perfumery and Aroma Industry:
P-MENTHA-8-THIOL-3-ONE is used as a fragrance ingredient for its sweet, pungent, minty, and piney aroma, as well as its buchu-like, catty, sulfurous, metallic, and thiomenthome-like characteristics. It adds a fruity note of blackberry, blackcurrant, and grape, with an earthy background to perfume and aroma compositions.
Used in Flavor Industry:
P-MENTHA-8-THIOL-3-ONE is used as a flavoring agent for its black currant flavor, providing a unique taste and aroma to various food and beverage products. Its minty, fruity, buchu-like, cooling, green tropical nuance, winey, sulfurous, catty, metallic, and slightly durian-like taste characteristics make it a valuable addition to the flavor industry.
Preparation
By reaction of pulegone or isopulegone with hydrogen sulfide excess and ethanolic potassium hydroxide.
Check Digit Verification of cas no
The CAS Registry Mumber 38462-22-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,8,4,6 and 2 respectively; the second part has 2 digits, 2 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 38462-22:
(7*3)+(6*8)+(5*4)+(4*6)+(3*2)+(2*2)+(1*2)=125
125 % 10 = 5
So 38462-22-5 is a valid CAS Registry Number.
InChI:InChI=1/C10H18OS/c1-7-4-5-8(9(11)6-7)10(2,3)12/h7-8,12H,4-6H2,1-3H3/t7-,8+/m1/s1
38462-22-5Relevant articles and documents
Determination and isolation of a thioesterase from passion fruit (Passiflora edulis Sims) that hydrolyzes volatile thioesters
Tapp, Edward J.,Cummins, Ian,Brassington, David,Edwards, Robert
experimental part, p. 6623 - 6630 (2010/04/06)
Volatile organosulfur compounds (VOSCs) are high impact aroma chemicals characteristic of tropical fruits which are active as both free thiols and the respective thioesters. Using a simple and sensitive colorimetric enzyme assay, a thioesterase activity toward VOSCs has been identified in ripening purple passion fruit (Passiflora edulis Sims). The assay was based on determining the release of free thiols from 2-methyl-3-furanthiol acetate using Ellman's reagent. The major thioesterase in the fruit was found to be a wall-bound protein in the mesocarp. The extracted enzyme activity was purified 150-fold and shown to be associated with a 43 kDa monomeric serine hydrolase which was selectively labeled with a fluorophosphonate suicide probe. MS-MS sequencing identified the thioesterase as a class 13 glycoside hydrolase, most similar to pectin acetylesterase, an enzyme involved in cell wall modifications in the peel of a number of fruit. Our results suggest that cell wall hydrolases in tropical fruit may have additional useful roles in biotransforming VOSCs.
Menthone-8-thiol, carvomenthone-8-thiol and process for preparing same
-
, (2008/06/13)
New ketone-thiols and their use as perfuming and odor-modifying agents in the manufacture of perfumes and perfumed products, and as flavoring and taste-modifying agents in the preparation of foodstuffs in general and imitation flavors for foodstuffs, beverages, animal feeds, pharmaceutical preparations and tobacco products. A method for the preparation of said ketone-thiols.
