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921459

Sigma-Aldrich

trans-(+)-limonene oxide

Synonym(s):

(1S,4R,6R)-4-Isopropenyl-1-methyl-7-oxabicyclo[4.1.0]heptane

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About This Item

Empirical Formula (Hill Notation):
C10H16O
CAS Number:
6909-30-4
Molecular Weight:
152.23
MDL number:
MFCD16652609
UNSPSC Code:
12352212
NACRES:
NA.22

form

liquid

Quality Level

100

functional group

ether

SMILES string

O1[C@@]2([C@H]1C[C@@H](CC2)C(=C)C)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

trans-(+)-Limonene oxide is a valuable chiral terpene oxide building block. Used in the synthesis of Phosphorus Incorporation (PI) reagents, as a biologically sourced component of polycarbonate polymers, and as a building block for synthetic applications requiring a reactive epoxide or alkene.

Other Notes

Enantiodivergent Formation of C–P Bonds: Synthesis of P-Chiral Phosphines and Methylphosphonate Oligonucleotides

Fe-Catalyzed C–C Bond Construction from Olefins via Radicals

related product

Product No.
Description
Pricing

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

149.0 °F - closed cup

Flash Point(C)

65 °C - closed cup

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