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

p-Menthene-8-thiol Synthetic route

Conditions

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

: 71159-90-5
2-(4-methylcyclohex-3-enyl)propane-2-thiol

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

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

p-Menthene-8-thiol Chemical Properties

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

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