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:
产品名称
(R)-(-)-α-水芹烯, ≥95.0% (sum of enantiomers, GC)
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
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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。
General description
(R)-(-)-α-水芹烯是一种单萜衍生物。
signalword
Danger
hcodes
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
此项目有
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
Gökalp İşcan et al.
Chemistry & biodiversity, 9(8), 1525-1532 (2012-08-18)
Terpene derivatives converted by microbial biotransformation constitute an important resource for natural pharmaceutical, fragrance, and aroma substances. In the present study, the monoterpene α-phellandrene was biotransformed by 16 different strains of microorganisms (bacteria, fungi, and yeasts). The transformation metabolites were
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