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Merck
CN

906263

cis-(+)-Limonene oxide

别名:

(+)-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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关于此项目

经验公式(希尔记法):
C10H16O
化学文摘社编号:
分子量:
152.23
UNSPSC Code:
12352212
NACRES:
NA.22
MDL number:
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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-/m0/s1

InChI key

CCEFMUBVSUDRLG-AEJSXWLSSA-N

form

liquid

density

0.932 g/mL

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.

存储类别

10 - Combustible liquids

wgk

WGK 3

flash_point_f

160.7 °F

flash_point_c

71.5 °C


历史批次信息供参考:

分析证书(COA)

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Heteropoly acid catalysis for the isomerization of biomass-derived limonene oxide and kinetic separation of the trans-isomer in green solvents
Cotta RF, et al.
Applied Catalysis A: General, 584, 117173-117173 (2019)
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
Diastereoselective ring opening of limonene oxide with water catalysed by β-ketophosphonate complexes of molybdenum(VI)
Salles L,et al.
Tetrahedron Asymmetry, 10(8), 1471-1476 (1999)

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