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Merck
CN

77429

(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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关于此项目

经验公式(希尔记法):
C10H16
化学文摘社编号:
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
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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

法规信息

危险化学品
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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)
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
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
Christo S Sevov et al.
The Journal of organic chemistry, 73(20), 7909-7915 (2008-09-13)
Electron transfer catalysis is an effective method for the acceleration of Diels-Alder reactions between two substrates of similar electron density. The dependence of the selectivity of the Diels-Alder reaction between (R)-alpha-phellandrene and 4-methoxystyrene catalyzed by photoinduced electron transfer with tris(4-methoxyphenyl)

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