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Merck
CN

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

Key Documents

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Quality Level

100

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.)

functional group

ether
phenyl

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCBL3764V
BCBJ3638V
BCBC5260V
BCBC5260

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Styrene-7,8-oxide.
Report on carcinogens : carcinogen profiles, 12, 391-392 (2011-08-25)
Wen-Jing Chen et al.
Bioresource technology, 115, 58-62 (2011-11-22)
The asymmetric hydrolysis of styrene oxide to (R)-1-phenyl-1,2-ethanediol using Mung bean epoxide hydrolases was, for the first time, successfully conducted in an ionic liquid (IL)-containing biphasic system. Compared to aqueous monophasic system, IL-based biphasic systems could not only dissolve the
Michel Oelschlägel et al.
Applied and environmental microbiology, 78(12), 4330-4337 (2012-04-17)
Styrene oxide isomerase (SOI) is involved in peripheral styrene catabolism of bacteria and converts styrene oxide to phenylacetaldehyde. Here, we report on the identification, enrichment, and biochemical characterization of a novel representative from the actinobacterium Rhodococcus opacus 1CP. The enzyme
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
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
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