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218324

Sigma-Aldrich

(+)-Limonene oxide, mixture of cis and trans

97%

Synonym(s):

(3R)-6-Methyl-3-prop-1-en-2-yl-7-oxabicyclo[4.1.0]heptane, (4R)-1-Methyl-4-(1-methylethenyl)-7-oxabicyclo[4.1.0]heptane, (4R)-Limonene 1,2-epoxide

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About This Item

Empirical Formula (Hill Notation):
C10H16O
CAS Number:
Molecular Weight:
152.23
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Pricing and availability is not currently available.

Quality Level

assay

97%

form

liquid

optical purity

ee: 98% (GLC)

refractive index

n20/D 1.466 (lit.)

bp

113-114 °C/50 mmHg (lit.)

density

0.929 g/mL at 25 °C (lit.)

functional group

ether

SMILES string

CC(=C)[C@@H]1CCC2(C)OC2C1

InChI

1S/C10H16O/c1-7(2)8-4-5-10(3)9(6-8)11-10/h8-9H,1,4-6H2,2-3H3/t8-,9?,10?/m1/s1

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This Item
1776392145962118
assay

97%

assay

≥97.0% (sum of isomers, GC)

assay

-

assay

≥99.0% (sum of enantiomers, GC)

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

form

liquid

form

liquid

form

liquid

form

-

bp

113-114 °C/50 mmHg (lit.)

bp

-

bp

-

bp

176-177 °C (lit.)

refractive index

n20/D 1.466 (lit.)

refractive index

n20/D 1.467

refractive index

-

refractive index

n20/D 1.473 (lit.)

density

0.929 g/mL at 25 °C (lit.)

density

0.930 g/mL at 20 °C (lit.)

density

-

density

0.842 g/mL at 20 °C (lit.)

General description

Limonene oxide, also known as limonene 1,2-epoxide, is a monoterpene that can be prepared from limonene. It has antinociceptive and antitumoral activities and is used in many products like food additives, cosmetics, and perfumes.[1]

Application

(+)-Limonene oxide (mixture of cis and trans) undergoes biocatalytic resolution in the presence of epoxide hydrolase to form enantiomerically pure cis- and trans-limonene oxides.[2]

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

149.0 °F - closed cup

flash_point_c

65 °C - closed cup


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