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Merck

540099

Sigma-Aldrich

(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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About This Item

经验公式(希尔记法):
C8H8O
CAS号:
分子量:
120.15
Beilstein:
1984
MDL號碼:
分類程式碼代碼:
12352005
PubChem物質ID:
NACRES:
NA.22

品質等級

化驗

97%

光學活性

[α]20/D +33°, neat

光學純度

ee: 97% (GLC)

expl. lim.

~22 %

折射率

n20/D 1.534 (lit.)

bp

89-90 °C/23 mmHg (lit.)

密度

1.051 g/mL at 25 °C (lit.)

官能基

ether
phenyl

SMILES 字串

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 密鑰

AWMVMTVKBNGEAK-QMMMGPOBSA-N

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應用

(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.

法律資訊

经 Shasun Chemicals and Drugs Limited 授权,使用 Jacobsen HKR 技术制造。

象形圖

Health hazardExclamation mark

訊號詞

Danger

危險聲明

危險分類

Acute Tox. 4 Dermal - Carc. 1B - Eye Irrit. 2

儲存類別代碼

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

水污染物質分類(WGK)

WGK 3

閃點(°F)

176.0 °F - closed cup

閃點(°C)

80 °C - closed cup

個人防護裝備

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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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)
Laurent Gaté et al.
Toxicology letters, 211(3), 211-219 (2012-04-18)
The cytogenetic alterations in leukocytes and the increased risk for leukemia, lymphoma, or all lymphohematopoietic cancer observed in workers occupationally exposed to styrene have been associated with its hepatic metabolisation into styrene-7,8-oxide, an epoxide which can induce DNA damages. However
Feng Yu et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 17(50), 14234-14240 (2011-11-09)
In the presence of PhSiH(3) as the reductant, the combination of enantiomeric dipyridylphosphane ligands and Cu(OAc)(2)·H(2)O, which is an easy-to-handle and inexpensive copper salt, led to a remarkably practical and versatile chiral catalyst system. The stereoselective formation of a selection
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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