ISOPULEGOL, TECH. Chemical Properties

Boiling point:

90-92°C 12mm

Density 

0,91 g/cm³

vapor pressure 

13.97-95Pa at 20-43.61℃

refractive index 

1.4725

Flash point:

78°C

solubility 

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.

Water Solubility 

Slightly soluble in water

form 

Liquid

pka

15.11±0.60(Predicted)

color 

Colorless to Red to Green

Odor

at 10.00 % in dipropylene glycol. minty cooling eucalyptus medicinal woody green grassy herbal

Odor Type

minty

LogP

2.4 at 23℃ and pH6.2

CAS DataBase Reference

7786-67-6

EPA Substance Registry System

Cyclohexanol, 5-methyl-2-(1-methylethenyl)- (7786-67-6)

Safety Information

Risk Statements 

20/21/22-36/37/38

Safety Statements 

26-36/37/39

RTECS 

OT0190000

TSCA 

Yes

HS Code 

29061900

Toxicity

LD50 oral in rat: 1030uL/kg

ISOPULEGOL, TECH. Usage And Synthesis

Chemical Properties

clear colorless to light yellow liquid

Chemical Properties

Similarly to menthol, isopulegol has three asymmetric carbon atoms and, therefore, four stereoisomers, each occurring as a pair of enantiomers. All isomers are colorless liquids with a more or less minty, herbaceous odor. The isopulegols occur in a number of essential oils, often in optically active or partly racemic form. Since citronellal readily cyclizes to isopulegol, the latter occurs frequently in citronellal-containing essential oils, in which it is formed during the isolation of the oil. (1R,3R,4S)-(?)-Isopulegol is produced on a large scale as an intermediate for the production of (?)-menthol.(br/) A huge number of catalysts for the cyclization of citronellal to isopulegol have been described. Newer developments offer advantages in diastereoselectivity and yield through the use of modified silicon dioxides or zeolites. Isopulegol is mainly used in mint-like flavor compositions. Pure (?)-isopulegol is also used to impart cooling sensation effects to cosmetic and pharmaceutical preparations. Terpineols are unsaturated monocyclic terpene alcohols and are formed by acid-catalyzed hydration of pinenes;α-, β-, γ-, and δ-isomers exist:
α- and β-Terpineol occur in optically active forms and as racemates. α-Terpineol is an important commercial product. It occurs in a large number of essential oils primarily as (?)-α-terpineol (e.g., in conifer and lavandin oils). Small quantities of (+)- and rac-α-terpineol are found in many other essential oils; β-, γ-, and δ-terpineol do not occur widely in nature.

Uses

Isopulegol is a component of essential and volatile oils extracted from natural sources.

Safety Profile

Moderately toxic by ingestion and skin contact. When heated to decomposition it emits acrid smoke and irritating fumes.

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