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62136

(+)-trans-Limonene 1,2-epoxide

analytical standard

Synonym(s):

(+)-trans-p-Mentha-1,8-diene 1,2-epoxide, (1S,2R,4R)-4-Isopropenyl-1-methyl-1-cyclohexene 1,2-epoxide, (1S,4R)-1,2-Epoxy-p-menth-8-ene

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About This Item

Empirical Formula (Hill Notation):
C10H16O
CAS Number:
6909-30-4
Molecular Weight:
152.23
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
329759712
MDL number:
MFCD16652609
Beilstein/REAXYS Number:
80940
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grade

analytical standard

assay

≥95.0% (sum of enantiomers, GC)

optical activity

[α]20/D +90±2°, neat

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

refractive index

n20/D 1.466

density

0.930 g/mL at 20 °C (lit.)

application(s)

food and beverages

format

neat

storage temp.

2-8°C

SMILES string

CC([C@@H]1CC[C@@]2(C)[C@@](O2)([H])C1)=C

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-BBBLOLIVSA-N

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

149.0 °F - closed cup

flash_point_c

65 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
BCCF7072
BCBZ5646
BCBS7505V
BCBT0145

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Christopher M Byrne et al.
Journal of the American Chemical Society, 126(37), 11404-11405 (2004-09-16)
The alternating copolymerization of (R)- or (S)-limonene oxide and CO2 using beta-diiminate zinc acetate catalysts is reported. At 100 psi CO2 and 25 degrees C, the catalyst exhibits a high selectivity for the trans isomer and produces regioregular polycarbonate. The
Juan Ramón Avilés Moreno et al.
Physical chemistry chemical physics : PCCP, 11(14), 2459-2467 (2009-03-28)
S-(-)-Limonene oxide (4-isopropenyl-1-methyl-7-oxabicyclo[4.1.0]heptane) is a secondary metabolite and an atmospheric pollutant product of oxidation of other terpenes, such as limonene and alpha-pinene, among others. For the first time, a theoretical study of the molecular structure and a theoretical and experimental
J W Regan et al.
Xenobiotica; the fate of foreign compounds in biological systems, 10(12), 859-861 (1980-12-01)
1. The metabolism of limonene-1,2-epoxide was studied following intraperitoneal injection in rats and in rat liver homogenates. 2. Limonene-1,2-glycol was the only neutral metabolite detected. Major limonene metabolites, p-mentha-2,8-dien-1-alpha and -beta-ol and p-mentha-1,8-dien-6-alpha and -beta-ol were not observed. 3. Limonene-1,2-epoxide
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