Skip to Content
Merck
All Photos(1)

Key Documents

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

Sign Into View Organizational & Contract Pricing


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

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

InChI key

CCEFMUBVSUDRLG-XNWIYYODSA-N

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.

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.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

149.0 °F - closed cup

Flash Point(C)

65 °C - closed cup


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Efficient Epoxide Hydrolase Catalyzed Resolutions of (+)-and (-)-cis/trans-Limonene Oxides.
Ferrandi EE, et al.
ChemCatChem, 7(19), 3171-3178 (2015)
Kelli L Hvorecny et al.
Structure (London, England : 1993), 25(5), 697-707 (2017-04-11)
Pseudomonas aeruginosa secretes an epoxide hydrolase with catalytic activity that triggers degradation of the cystic fibrosis transmembrane conductance regulator (CFTR) and perturbs other host defense networks. Targets of this CFTR inhibitory factor (Cif) are largely unknown, but include an epoxy-fatty

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service