p-Mentha-8-thiol-3-one

p-Mentha-8-thiol-3-one Basic information
Product Name:p-Mentha-8-thiol-3-one
Synonyms:8- thiol;8-Mercaptomenthone, tech., 80%;2-(1-mercapto-1-methylethyl)-5-methyl-cyclohexanon;PUGELONE MERRCAPTAN;PULEGONE MERCAPTAN;P-MENTHAN-3-ONE-8-THIOL;P-MENTHA-8-THIOL-3-ONE;8-MERCAPTOMENTHONE
CAS:38462-22-5
MF:C10H18OS
MW:186.31
EINECS:253-953-1
Product Categories:thiol Flavor
Mol File:38462-22-5.mol
p-Mentha-8-thiol-3-one Structure
p-Mentha-8-thiol-3-one Chemical Properties
Boiling point 56 °C0.1 mm Hg(lit.)
density 1 g/mL at 25 °C(lit.)
refractive index n20/D 1.495(lit.)
FEMA 3177 | P-MENTHA-8-THIOL-3-ONE
Fp 227 °F
form Liquid
pka10.56±0.10(Predicted)
color Clear yellow to dark yellow
Odorat 1.00 % in dipropylene glycol. sulfury minty green fruity berry buchu fruity tropical peach
Odor Typesulfurous
optical activity[α]20/D 21°, neat
JECFA Number561
InChIKeyRVOKNSFEAOYULQ-UHFFFAOYSA-N
LogP2.624 (est)
EPA Substance Registry SystemCyclohexanone, 2-(1-mercapto-1-methylethyl)-5-methyl- (38462-22-5)
Safety Information
Hazard Codes Xn,N
Risk Statements 22-50
Safety Statements 60-61
RIDADR UN 2810 6.1/PG 3
WGK Germany 2
TSCA Yes
PackingGroup III
HS Code 29309090
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
p-Mentha-8-thiol-3-one Usage And Synthesis
DescriptionP-Menthα-8-thiol-3-one has a black-currant flavor. May be prepared by reaction of pulegone or isopulegone with hydrogen sulfide excess and ethanolic potassium hydroxide.
Chemical Propertiesp-Mentha-8-thiol-3-one is an essential odoriferous constituent of buchu leaf oil. The commercial product is synthesized from pulegone and is a liquid mixture of cis–trans-isomers with a typical blackcurrant odor. 8-Mercapto-p-menthan-3-one is prepared by reacting pulegone with hydrogen sulfide in the presence of a base (e.g., triethylamine).
This powerful fragrance and flavor substance is used in perfume and aroma compositions.
Chemical Propertiesclear yellow to dark yellow liquid
Chemical Propertiesp-Mentha-8-thiol-3-one has a black currant flavor.
OccurrenceReported found in buchu oil.
Usesp-Mentha-8-thiol-3-one is a flavour in food.
PreparationBy reaction of pulegone or isopulegone with hydrogen sulfide excess and ethanolic potassium hydroxide.
DefinitionChEBI: 8-Mercapto-p-menthan-3-one is a p-menthane monoterpenoid.
Aroma threshold valuesAroma characteristics at 0.001%: sweet, pungent, minty and piney, buchulike and catty, sulfurous, metal lic, thiomenthome-like, blackberry, blackcurrant and grape fruity, with an earthy background.
Taste threshold valuesTaste characteristics at 5 ppm: minty, fruity, buchu-like, with a cooling, green tropical nuance, winey, sul furous and catty, metallic, slightly durnianlike, grape, blackcurrant, blackberry with a somewhat creamy mouthfeel.
p-Mentha-8-thiol-3-one Preparation Products And Raw materials
Raw materialsHydrogen Sulfide-->(+)-PULEGONE
8-ACETYLTHIOMENTHAN-3-ONE Menthone trans-2-(1-mercapto-1-methylethyl)-5-methylcyclohexan-1-one P-MENTHA-8-THIOL-3-ONE ACETATE,P-MENTHA-8-THIOL-3-ONE ACETATE, CIS + TRANS, 97+%,p-mentha-8-thiol-3-one acetate, cis + trans cis-2-(1-mercapto-1-methylethyl)-5-methylcyclohexan-1-one p-Mentha-8-thiol-3-one 8-(METHYLTHIO)MENTHONE METHYLCYCLOHEXANONE

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