540099
(R)-(+)-氧化苯乙烯
97%, optical purity ee: 97% (GLC)
别名:
(R)-(+)-环氧乙基苯, (R)-环氧苯乙烷
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关于此项目
经验公式（希尔记法）:
C8H8O
化学文摘社编号:
分子量:
120.15
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1984
Assay:
97%
InChI
1S/C8H8O/c1-2-4-7(5-3-1)8-6-9-8/h1-5,8H,6H2/t8-/m0/s1
SMILES string
C1O[C@@H]1c2ccccc2
InChI key
AWMVMTVKBNGEAK-QMMMGPOBSA-N
assay
97%
optical activity
[α]20/D +33°, neat
optical purity
ee: 97% (GLC)
expl. lim.
~22 %
refractive index
n20/D 1.534 (lit.)
bp
89-90 °C/23 mmHg (lit.)
density
1.051 g/mL at 25 °C (lit.)
functional group
ether, phenyl
Quality Level
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Application
(R)-(+)-Styrene oxide can be used:
- As a chiral initiator in the synthesis of 5-pyrimidyl alkanol from its corresponding aldehyde using diisopropylzinc.
- As a substrate in the stereoselective intermolecular O-alkylation of phenols with epoxides via Friedel–Crafts-type reaction.
- As a substrate in the ring-opening reactions of epoxides with alcohols, carboxylic acids, and thiols using the AlPW12O40 catalyst.
Used to produce a homologated epoxide as part of a synthetic approach to (+)-allosedamine.
Legal Information
经 Shasun Chemicals and Drugs Limited 授权，使用 Jacobsen HKR 技术制造。
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Dermal - Carc. 1B - Eye Irrit. 2
存储类别
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
flash_point_f
176.0 °F - closed cup
flash_point_c
80 °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
A new regio-and stereoselective intermolecular Friedel-Crafts alkylation of phenolic substrates with aryl epoxides
Bertolini F, et al.
Tetrahedron Letters, 47(1), 61-64 (2006)
Kang, B.; Chang, S.
Tetrahedron, 60, 7353-7353 (2004)
Enantioselective synthesis induced by chiral epoxides in conjunction with asymmetric autocatalysis
Kawasaki T, et al.
Tetrahedron Asymmetry, 15(23), 3699-3701 (2004)
Aluminumdodecatungstophosphate (AlPW12O40) as a reusable Lewis acid catalyst: Facile regioselective ring opening of epoxides with alcohols, acetic acid and thiols
Firouzabadi H, et al.
J. Mol. Catal. A: Chem., 250(1-2), 237-242 (2006)
Gary P Carlson
Drug and chemical toxicology, 34(4), 440-444 (2011-07-14)
Styrene is known to be hepatotoxic and pneumotoxic in rodents, and these adverse effects are related to its metabolism. Mice deficient in the enzymes responsible for both the activation and detoxification of styrene are useful in examining this relationship more
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