726834
(S)-Phenyloxirane
ChiPros®, produced by BASF, 98%
Synonym(s):
(S)-Phenylethylene oxide, (S)-Styrene oxide
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About This Item
Empirical Formula (Hill Notation):
C8H8O
CAS Number:
Molecular Weight:
120.15
PubChem Substance ID:
UNSPSC Code:
12352005
Beilstein/REAXYS Number:
3587977
MDL number:
Assay:
≥97.5% (GC), 98%
Form:
liquid
assay
≥97.5% (GC), 98%
form
liquid
optical purity
enantiomeric excess: ≥97.5%
bp
192-194 °C (lit.)
density
1.051 g/mL at 20 °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-/m1/s1
InChI key
AWMVMTVKBNGEAK-MRVPVSSYSA-N
Legal Information
ChiPros is a registered trademark of BASF SE
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
Regulatory Information
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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
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
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