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Key Documents

726834

Sigma-Aldrich

(S)-Phenyloxirane

produced by BASF, ChiPros®, 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
Beilstein/REAXYS Number:
3587977
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:

grade

produced by BASF

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

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Legal Information

ChiPros is a registered trademark of BASF SE

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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_germany

WGK 3

flash_point_f

174.2 °F - closed cup

flash_point_c

79 °C - closed cup


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Shuangjun Lin et al.
Organic letters, 12(17), 3816-3819 (2010-08-14)
Neocarzinostatin (1) biosynthesis is proposed to involve a vicinal diol intermediate. It is reported that NcsF2, one of two epoxide hydrolases encoded by the NCS gene cluster, catalyzes regiospecific addition of H(2)O to C-2 of both (R)- and (S)-styrene oxides
Gary P Carlson
Journal of toxicology and environmental health. Part A, 73(24), 1689-1699 (2010-11-09)
Styrene, which is widely used in manufacturing, is both acutely and chronically toxic to mice. Styrene is metabolized by cytochromes P-450 to the toxic metabolite styrene oxide, which is detoxified via hydrolysis with microsomal epoxide hydrolase (mEH) playing a major
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
Alessandra Lattanzi et al.
Chirality, 22 Suppl 1, E130-E135 (2010-11-03)
Density Functional Theory (DFT) calculations of optical rotation (OR) and vibrational circular dichroism (VCD) have been used to assign the absolute configuration (AC) of a recently prepared (3-phenyloxirane-2,2-diyl)bis(phenylmethanone), 3, by asymmetric epoxidation of the corresponding 2-arylidene-1,3-diketone. The experimental OR at
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

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