(1S)-(+)-3-Carene Chemical Properties

Melting point:

25°C (estimate)

Boiling point:

170-172 °C(lit.)

alpha 

17 º (NEAT)

Density 

0.865 g/mL at 25 °C(lit.)

vapor pressure 

2.73hPa at 20℃

refractive index 

n20/D 1.473

Flash point:

131 °F

storage temp. 

-20°C

solubility 

soluble in Acetone,Ethanol,Benzene

form 

liquid (clear)

color 

clear very slightly yellow

Odor

sweet

optical activity

[α]20/D +17°, neat

Water Solubility 

3.7mg/L at 20℃

Merck 

14,1836

BRN 

1902767

LogP

4.38 at 37℃

CAS DataBase Reference

498-15-7(CAS DataBase Reference)

NIST Chemistry Reference

Bicyclo[4.1.0]hept-3-ene, 3,7,7-trimethyl-, (1S)-(498-15-7)

EPA Substance Registry System

Bicyclo[4.1.0]hept-3-ene, 3,7,7-trimethyl-, (1S,6R)- (498-15-7)

Safety Information

Hazard Codes 

Xi,N

Risk Statements 

10-50/53-43

Safety Statements 

36/37-60-61

RIDADR 

UN 2319 3/PG 3

WGK Germany 

2

RTECS 

FH8400000

F 

10-23

HS Code 

2902.19.0050

HazardClass 

3

PackingGroup 

III

MSDS

• Language:English Provider:SigmaAldrich

(1S)-(+)-3-Carene Usage And Synthesis

Uses

Chiral building block for the preparation of bicyclo[3.2.0]heptenes that are useful intermediates in the synthesis of (+)-lineatin and both enantiomers of capnellene. Has been converted to its corresponding allenyl allylic ether for studies of its thermal isomerization chemistry. Precursor to di(4-isocaranyl)borane, an asymmetric hydroboration reagent for olefins.

Production Methods

3-Carene is obtained exclusively by fractional distillation of certain turpentines.

Definition

ChEBI: A car-3-ene (3,7,7-trimethylbicyclo[4.1.0]hept-3-ene) that has S configuration at position 1 and R configuration at position 6.

General Description

(1S)-(+)-3-Carene is a monoterpene.

Chemical Reactivity

3-Carene readily undergoes autoxidation and resinification in air. Addition of pyrogallol or resorcinol as stabilizers is recommended. On treatment with peracetic acid in glacial acetic acid and subsequent saponification, 3-carene is oxidized to 3,4- caranediol. Pyrolysis at 300–580 ℃ in the presence of Fe(III) oxide on carriers gives p-cymene as the main product.

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