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71159-90-5

Basic Information
CAS No.: 71159-90-5
Name: p-Menthene-8-thiol
Article Data: 10
Molecular Structure:
Molecular Structure of 71159-90-5 (p-Menthene-8-thiol)
Formula: C10H18S
Molecular Weight: 170.319
Synonyms: 1-p-Menthene-8-thiol;2-(4-Methylcyclohex-3-enyl)propane-2-thiol;Grapefruit mercaptan;
EINECS: 275-223-1
Density: 0.938 g/cm3
Boiling Point: 229.4 °C at 760 mmHg
Flash Point: 90.7 °C
Appearance: Colourless liquid with aroma and taste of grapefruit in dilute solution Visual appearance of the given substance.
PSA: 38.80000
LogP: 3.44120
Synthetic route

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether for 1h; Reduction;90%

71159-90-5

2-(4-methylcyclohex-3-enyl)propane-2-thiol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether at 0 - 20℃; Solvent; Inert atmosphere;85%
98-55-5

terpineol

71159-90-5

2-(4-methylcyclohex-3-enyl)propane-2-thiol

Conditions
ConditionsYield
With Lawessons reagent In toluene for 0.5h; Heating;20%
With tetraphosphorus decasulfide In tetrahydrofuran at 50℃; for 1h; Solvent; Reagent/catalyst; Temperature; Large scale;500 g
127-91-3

(1R,5R)-(+)-β-pinene

A

71159-90-5

2-(4-methylcyclohex-3-enyl)propane-2-thiol

B

88600-02-6

trans-Pinane-2-thiol

C

88600-04-8

4-Methyl-2,4-di(4-methyl-3-cyclohexenyl)pentane-2-thiol

Conditions
ConditionsYield
With aluminum tri-bromide; hydrogen sulfide In chloroform at 20℃; for 0.5h; Yields of byproduct given;A n/a
B n/a
C 13%
With aluminum tri-bromide; hydrogen sulfide In chloroform at 20℃; for 0.5h; Product distribution; EtAlClBr as reagent.;
7785-26-4

(-)-α-pinene

A

71159-90-5

2-(4-methylcyclohex-3-enyl)propane-2-thiol

B

88600-02-6

trans-Pinane-2-thiol

C

88600-04-8

4-Methyl-2,4-di(4-methyl-3-cyclohexenyl)pentane-2-thiol

Conditions
ConditionsYield
With aluminum tri-bromide; hydrogen sulfide In chloroform at 20℃; for 0.5h; Product distribution; EtAlClBr as reagent.;
With aluminum tri-bromide; hydrogen sulfide In chloroform
83108-08-1

8,9-epthio-1-p-menthene

71159-90-5

2-(4-methylcyclohex-3-enyl)propane-2-thiol

Conditions
ConditionsYield
With lithium aluminium tetrahydride; 2-neopentoxyphenol; water 1.) THF, reflux, 1 h; 2.) 10 min; Yield given. Multistep reaction;
71159-90-5

2-(4-methylcyclohex-3-enyl)propane-2-thiol

1,8-epithio-p-menthane

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene at 70℃; for 1h;97%
71159-90-5

2-(4-methylcyclohex-3-enyl)propane-2-thiol

2,8-epithio-cis-p-menthene

Conditions
ConditionsYield
With azobisisobutyronitrile In hexane at 70℃; for 2h;65%
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Chemistry

Molecular Structure of alpha,alpha,4-Trimethylcyclohex-3-ene-1-methanethiol (CAS NO.71159-90-5):

Molecular Formula: C10H18S
Molecular Weight: 170.3149
IUPAC Name: 2-(4-Methylcyclohex-3-en-1-yl)propane-2-thiol
Synonyms of alpha,alpha,4-Trimethylcyclohex-3-ene-1-methanethiol (CAS NO.71159-90-5): 1-p-Menthene-8-thiol ; 3-Cyclohexene-1-methanethiol, alpha,alpha,4-trimethyl- ; P-Menth-1-en-8-thiol
CAS NO: 71159-90-5 
EINECS: 275-223-1
Product Categories: thiol Flavor
Index of Refraction: 1.5
Molar Refractivity: 53.43 cm3
Molar Volume: 181.5 cm3
Surface Tension: 32.1 dyne/cm
Density: 0.938 g/cm3
Flash Point: 90.7 °C
Enthalpy of Vaporization: 44.71 kJ/mol
Boiling Point: 229.4 °C at 760 mmHg
Vapour Pressure of alpha,alpha,4-Trimethylcyclohex-3-ene-1-methanethiol (CAS NO.71159-90-5): 0.105 mmHg at 25 °C