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Merck

77429

Sigma-Aldrich

(R)-(-)-α-水芹烯

≥95.0% (sum of enantiomers, GC)

别名:

(-)-1,5-对孟二烯, (R)-5-异丙基-2-甲基-1,3-环己二烯

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About This Item

经验公式(希尔记法):
C10H16
CAS号:
分子量:
136.23
Beilstein:
2497824
EC 号:
MDL编号:
UNSPSC代码:
12352002
PubChem化学物质编号:
NACRES:
NA.22

质量水平

方案

≥95.0% (sum of enantiomers, GC)

表单

liquid

旋光性

[α]20/D −225±5°, c = 10% in diethyl ether

沸点

171-174 °C (lit.)

密度

0.844 g/mL at 20 °C (lit.)

储存温度

2-8°C

SMILES字符串

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

InChI

1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4-6,8,10H,7H2,1-3H3/t10-/m1/s1

InChI key

OGLDWXZKYODSOB-SNVBAGLBSA-N

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一般描述

(R)-(-)-α-水芹烯是一种单萜衍生物。

应用

(R)-(-)-α-水芹烯可与2-萘基乙炔羧酸进行[4+2]环加成反应形成手性二烯,其可作为铑催化的不对称加成反应的配体。 它可用于合成(1S,5R)-5-(1-甲基乙基)-2-亚甲基-3-环己烯-1-基氢过氧化物,还原形式为 反式-yabunikkeol。

警示用语:

Danger

危险分类

Aquatic Acute 1 - Aquatic Chronic 1 - Asp. Tox. 1 - Flam. Liq. 3 - Skin Sens. 1B

储存分类代码

3 - Flammable liquids

WGK

WGK 3

闪点(°F)

113.0 °F - closed cup

闪点(°C)

45 °C - closed cup

个人防护装备

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Chiral diene ligands for asymmetric catalysis.
Hayashi T.
Aldrichimica Acta, 42(2), 31-38 (2009)
Intrazeolite photo-oxygenation of (R)-(-)-a-phellandrene.
Stratakis M and Sofikiti N.
J. Chem. Res. (M), 2002(8), 374-375 (2002)
Kazuhiro Okamoto et al.
Organic letters, 10(19), 4387-4389 (2008-09-06)
Chiral dienes possessing the bicyclo[2.2.2]octadiene framework were prepared readily through the [4 + 2] cycloaddition of ( R)-alpha-phellandrene with methyl propiolate as the key step. Diene 9, substituted with a tertiary alcohol on one of the two double bonds, is
S Foss et al.
Systematic and applied microbiology, 21(2), 237-244 (1998-08-15)
Four pseudomonad strains 51Men, 54Pin, 62Car and 65Phen were recently isolated on the monoterpenes (+)-menthene, alpha-pinene, 2-carene and alpha-phellandrene as sole carbon source and nitrate as electron acceptor. These bacteria were characterised. The motile, mesophilic, Gram-negative rods had a strictly
Huai-sheng Hu et al.
Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials, 32(1), 67-70 (2009-05-19)
The chemical constituents and antimicrobial activity of the essential oil from Acanthopanax brachypus were studied. The essential oil was extracted from the stem of A. brachypus by steam distillation, and its antimicrobial activity was tested in vitro. The chemical constituents

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