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Merck
CN

78885

(S)-Phenyloxirane

purum, ≥98.0% (sum of enantiomers, HPLC)

Synonym(s):

(S)-Phenylethylene oxide, (S)-Styrene oxide

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About This Item

Empirical Formula (Hill Notation):
C8H8O
CAS Number:
20780-54-5
Molecular Weight:
120.15
UNSPSC Code:
12352000
Beilstein/REAXYS Number:
3587977
MDL number:
MFCD00064310

Key Documents

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grade

purum

assay

≥98.0% (sum of enantiomers, HPLC)

optical activity

[α]/D +24±2°, c = 1 in chloroform, [α]/D -33±2°, neat

refractive index

n20/D 1.535

bp

192-194 °C (lit.)

density

1.051 g/mL at 20 °C (lit.)

storage temp.

2-8°C

SMILES string

C1O[C@H]1c2ccccc2

InChI

1S/C8H8O/c1-2-4-7(5-3-1)8-6-9-8/h1-5,8H,6H2/t8-/m1/s1

InChI key

AWMVMTVKBNGEAK-MRVPVSSYSA-N

Application

Chiral building block for synthetic purposes

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Aquatic Chronic 2 - Carc. 1B - Eye Irrit. 2 - Skin Irrit. 2

Storage Class

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

wgk

WGK 3

flash_point_f

174.2 °F - closed cup

flash_point_c

79 °C - closed cup

ppe

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

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Daniel Kuhn et al.
Journal of industrial microbiology & biotechnology, 39(8), 1125-1133 (2012-04-25)
Selection of the ideal microbe is crucial for whole-cell biotransformations, especially if the target reaction intensively interacts with host cell functions. Asymmetric styrene epoxidation is an example of a reaction which is strongly dependent on the host cell owing to
Rainer Gross et al.
Biotechnology and bioengineering, 110(2), 424-436 (2012-08-14)
This study evaluates the technical feasibility of biofilm-based biotransformations at an industrial scale by theoretically designing a process employing membrane fiber modules as being used in the chemical industry and compares the respective process parameters to classical stirred-tank studies. To
Michael Kotik et al.
Journal of biotechnology, 156(1), 1-10 (2011-08-23)
We performed a laboratory evolution study with the epoxide hydrolase from Aspergillus niger M200. This enzyme exhibits no enantioconvergence with the substrates styrene oxide or para-chlorostyrene oxide, i.e. racemic vicinal diols are produced from the racemic substrates. After saturation mutagenesis
Wen-Jing Chen et al.
Journal of biotechnology, 162(2-3), 183-190 (2012-09-22)
A comparative study was made of Mung bean epoxide hydrolases-catalyzed asymmetric hydrolysis of styrene oxide to (R)-1-phenyl-1,2-ethanediol in an n-hexane/buffer biphasic system containing various hydrophilic ionic liquids (ILs). Compared to the n-hexane/buffer biphasic system alone, addition of a small amount
Gary P Carlson
Toxicology, 294(2-3), 104-108 (2012-03-06)
Styrene causes toxicity in both the lung and the liver. The study of the relationship of this toxicity to the metabolism of styrene has been aided by the use of knockout mice for both bioactivation and detoxification pathways. It has
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