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

Flash point:

227 °F

form 

Liquid

pka

10.56±0.10(Predicted)

color 

Clear yellow to dark yellow

Odor

at 1.00 % in dipropylene glycol. sulfury minty green fruity berry buchu fruity tropical peach

Odor Type

sulfurous

optical activity

[α]20/D 21°, neat

JECFA Number

561

InChIKey

RVOKNSFEAOYULQ-UHFFFAOYSA-N

LogP

2.624 (est)

EPA Substance Registry System

Cyclohexanone, 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

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

p-Mentha-8-thiol-3-one Usage And Synthesis

Description

P-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 Properties

p-Mentha-8-thiol-3-one has a black currant flavor.

Chemical Properties

clear yellow to dark yellow liquid

Chemical Properties

p-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.

Occurrence

Reported found in buchu oil.

Uses

p-Mentha-8-thiol-3-one is a flavour in food.

Preparation

By reaction of pulegone or isopulegone with hydrogen sulfide excess and ethanolic potassium hydroxide.

Definition

ChEBI: 8-Mercapto-p-menthan-3-one is a p-menthane monoterpenoid.

Aroma threshold values

Aroma 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 values

Taste 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(38462-22-5)Related Product Information

• METHYLCYCLOHEXANONE
• Menthone
• 8-ACETYLTHIOMENTHAN-3-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
• trans-2-(1-mercapto-1-methylethyl)-5-methylcyclohexan-1-one
• 8-(METHYLTHIO)MENTHONE
• cis-2-(1-mercapto-1-methylethyl)-5-methylcyclohexan-1-one
• p-Mentha-8-thiol-3-one