(+)-MENTHOL Chemical Properties

Melting point:

43-44 °C (lit.)

Boiling point:

103-104 °C/9 mmHg (lit.)

Density 

0.890

vapor pressure 

0.8 mm Hg ( 20 °C)

refractive index 

50 ° (C=10, EtOH)

Flash point:

196 °F

storage temp. 

2-8°C

solubility 

Chloroform (Slightly), Methanol (Slightly)

form 

Solid

pka

15.30±0.60(Predicted)

color 

Colourless to Off-White Oil

Odor

mentholic

optical activity

[α]23/D +48°, c = 10 in ethanol

Water Solubility 

Soluble in methanol (almost transparency), chloroform, alcohols, water (456 mg/L at 25°C), and ether.

BRN 

1902292

Dielectric constant

3.2（Ambient）

LogP

3.15 at 25℃

CAS DataBase Reference

15356-60-2(CAS DataBase Reference)

EPA Substance Registry System

Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1S,2R,5S)- (15356-60-2)

Safety Information

Hazard Codes 

Xi

Risk Statements 

37/38-41

Safety Statements 

26-39

RIDADR 

UN1230 - class 3 - PG 2 - Methanol, solution

WGK Germany 

2

RTECS 

OT0700000

TSCA 

Yes

HS Code 

29061100

MSDS

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

(+)-MENTHOL Usage And Synthesis

Description

(+)-Menthol is a monoterpene alcohol that has been found in Cannabis and has antifungal activity. It inhibits the growth of F. verticillioides (MIC = 1.5 mM). Unlike (–)-menthol, (+)-menthol does not exhibit analgesia, antibacterial, anticancer, or cholinesterase inhibitory activities.

Chemical Properties

(+)-MENTHOL is white low melting solid

Uses

(+)-MENTHOL is used for oral gel patch or film containing herb extracts or Chinese medicine, fruit extract, spearmint, and menthol for smoking cessation.

Uses

(1S,2R,5S)-(+)-menthol can undergo acylation with acid anhydrides in the presence of trimethylsilyl trifluoromethanesulfonate to form the corresponding acylated products.

Definition

ChEBI: (+)-menthol is a p-menthan-3-ol which has (1S,2R,5S)-stereochemistry. In contrast to (-)-menthol, the (+)-enantiomer occurs only rarely in nature. It is an enantiomer of a (-)-menthol.

General Description

(1S,2R,5S)-(+)-menthol is a chiral secondary alcohol. Its alcohol group can be protected as 2-tetrahydrofuranyl ether by reacting with bromotrichloromethane and tetrahydrofuran.

Synthesis

Prod.: by Meerwein-Ponndorf-Verley reduction of l-Menthone, resuhing in approximately two-thirds d-Neomenthol plus one-third i-Menthol. It can also be produced by reduction of d-Menthone.

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