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906263

cis-(+)-Limonene oxide

Synonym(s):

(+)-cis-Limonene-1,2-epoxide, (1R,4R,6S)-1-methyl-4-(1-methylethenyl)-7-oxabicyclo[4.1.0]heptane, cis-(+)-1,2-Epoxy-p-menth-8-ene

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About This Item

Empirical Formula (Hill Notation):
C10H16O
CAS Number:
4680-24-4
Molecular Weight:
152.23
MDL number:
MFCD09996820
UNSPSC Code:
12352212
NACRES:
NA.22

form

liquid

density

0.932 g/mL

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-/m0/s1

InChI key

CCEFMUBVSUDRLG-AEJSXWLSSA-N

Related Categories

Application

cis-(+)-Limonene oxide can be used as:
  • A monomer to prepare poly(limonene)carbonate by Al(III) catalyzed coupling reaction with CO2.
  • A reactant to prepare trans-diaxial diol via diastereoselective ring-opening reaction using molybdenum complex catalyst.
  • A reactant to synthesize trans-dihydrocarvone via isomerization reaction in the presence of silica-supported tungstophosphoric acid as a catalyst and dialkylcarbonate as a green solvent.

cis-(+)-Limonene oxide is a valuable chiral terpene oxide building block.

Other Notes

Unlocking P(V): Reagents for chiral phosphorothioate synthesis

related product

Product No.
Description
Pricing

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

160.7 °F

Flash Point(C)

71.5 °C

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

906263-5G:
906263-VAR:
906263-25G:
906263-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCM5396
MKCM6674
MKCK1964
MKCK3655

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Leticia Peña Carrodeguas et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 21(16), 6115-6122 (2015-03-05)
Amino-triphenolate derived Al(III) complexes combined with suitable nucleophiles have been investigated as binary catalysts for the coupling of limonene oxide and carbon dioxide to afford alternating polycarbonates. These catalysts are able to produce stereoregular, perfectly alternating trans-polymers from cis-limonene oxide

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