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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
UNSPSC Code:
12352002
NACRES:
NA.22
PubChem Substance ID:
EC Number:
224-167-6
Beilstein/REAXYS Number:
2497824
MDL number:
Assay:
≥95.0% (sum of enantiomers, GC)
Form:
liquid
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InChI key

OGLDWXZKYODSOB-SNVBAGLBSA-N

InChI

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

SMILES string

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

assay

≥95.0% (sum of enantiomers, GC)

form

liquid

optical activity

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

bp

171-174 °C (lit.)

density

0.844 g/mL at 20 °C (lit.)

storage temp.

2-8°C

Quality Level

General description

(R)-(-)-α-水芹烯是一种单萜衍生物。

Application

(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。

signalword

Danger

Hazard Classifications

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

存储类别

3 - Flammable liquids

wgk

WGK 3

flash_point_f

113.0 °F - closed cup

flash_point_c

45 °C - closed cup

ppe

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
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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