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726508

Sigma-Aldrich

(R)-(+)-Styrene oxide

ChiPros®, produced by BASF, ≥98%

Synonym(s):

(R)-(+)-Phenyloxirane, (R)-Phenylethylene oxide

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About This Item

Empirical Formula (Hill Notation):
C8H8O
CAS Number:
20780-53-4
Molecular Weight:
120.15
Beilstein:
1984
MDL number:
MFCD00066210
UNSPSC Code:
12352005
PubChem Substance ID:
329764241
NACRES:
NA.22

grade

produced by BASF

Assay

≥98%
≥98.0% (GC)

form

liquid

optical purity

enantiomeric excess: ≥98.0%

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.)

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-/m0/s1

InChI key

AWMVMTVKBNGEAK-QMMMGPOBSA-N

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Legal Information

ChiPros is a registered trademark of BASF SE

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Danger

Hazard Statements

H312,H319,H350

Hazard Classifications

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

Storage Class Code

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

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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
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
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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