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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%
产品名称
(R)-(+)-氧化苯乙烯, 97%, optical purity ee: 97% (GLC)
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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Legal Information
经 Shasun Chemicals and Drugs Limited 授权,使用 Jacobsen HKR 技术制造。
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.
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)
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)
Enantioselective synthesis induced by chiral epoxides in conjunction with asymmetric autocatalysis
Kawasaki T, et al.
Tetrahedron Asymmetry, 15(23), 3699-3701 (2004)
Jung-Hee Woo et al.
Biotechnology letters, 35(4), 599-606 (2012-12-18)
A novel epoxide hydrolase (EHase) from polycyclic aromatic hydrocarbon (PAH)-degrading bacteria was identified and characterized. EHase activity was identified in four strains of PAH-degrading bacteria isolated from commercial gasoline and oil-contaminated sediment based on their growth on styrene oxide and
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