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Merck
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重要文件

906263

cis-(+)-Limonene oxide

同義詞:

(+)-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

經驗公式(希爾表示法):
C10H16O
CAS號碼:
分子量::
152.23
MDL號碼:
分類程式碼代碼:
12352212
NACRES:
NA.22
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形狀

liquid

密度

0.932 g/mL

SMILES 字串

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 密鑰

CCEFMUBVSUDRLG-AEJSXWLSSA-N

應用

cis-(+)-Limonene oxide can be used as:
  • A monomer to prepare poly(limonene)carbonate by Al(III) catalyzed coupling reaction with CO2.[1]
  • A reactant to prepare trans-diaxial diol via diastereoselective ring-opening reaction using molybdenum complex catalyst.[2]
  • 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.[3]

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

儲存類別代碼

10 - Combustible liquids

水污染物質分類(WGK)

WGK 3

閃點(°F)

160.7 °F

閃點(°C)

71.5 °C


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分析證明 (COA)

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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
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)
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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