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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
Beilstein:
1984
MDL编号:
UNSPSC代码:
12352005
PubChem化学物质编号:
NACRES:
NA.22
方案
97%
旋光性
[α]20/D +33°, neat
光学纯度
ee: 97% (GLC)
expl. lim.
~22 %
折射率
n20/D 1.534 (lit.)
沸点
89-90 °C/23 mmHg (lit.)
密度
1.051 g/mL at 25 °C (lit.)
官能团
ether
phenyl
SMILES字符串
C1O[C@@H]1c2ccccc2
InChI
1S/C8H8O/c1-2-4-7(5-3-1)8-6-9-8/h1-5,8H,6H2/t8-/m0/s1
InChI key
AWMVMTVKBNGEAK-QMMMGPOBSA-N
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应用
(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.
法律信息
经 Shasun Chemicals and Drugs Limited 授权,使用 Jacobsen HKR 技术制造。
警示用语:
Danger
危险声明
危险分类
Acute Tox. 4 Dermal - Carc. 1B - Eye Irrit. 2
储存分类代码
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
WGK
WGK 3
闪点(°F)
176.0 °F - closed cup
闪点(°C)
80 °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
此项目有
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)
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)
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)
David M Hodgson et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 17(35), 9731-9737 (2011-07-19)
Starting from readily available (S)-styrene oxide an asymmetric synthesis is described of the naturally occurring anti-HIV spirolactone (-)-hyperolactone C, which possesses adjacent fully substituted stereocenters. The key step involves a stereocontrolled Rh(II) -catalysed oxonium ylide formation-[2,3] sigmatropic rearrangement of an
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