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Merck

726508

Sigma-Aldrich

(R)-Phenylethylenoxid

ChiPros®, produced by BASF, ≥98%

Synonym(e):

(R)-(+)-Styroloxid, (R)-Phenyloxiran

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About This Item

Empirische Formel (Hill-System):
C8H8O
CAS-Nummer:
Molekulargewicht:
120.15
Beilstein:
1984
MDL-Nummer:
UNSPSC-Code:
12352005
PubChem Substanz-ID:
NACRES:
NA.22

Qualität

produced by BASF

Qualitätsniveau

Assay

≥98%
≥98.0% (GC)

Form

liquid

Optische Reinheit

enantiomeric excess: ≥98.0%

Expl.-Gr.

~22 %

Brechungsindex

n20/D 1.534 (lit.)

bp

89-90 °C/23 mmHg (lit.)

Dichte

1.051 g/mL at 25 °C (lit.)

Funktionelle Gruppe

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

InChIKey

AWMVMTVKBNGEAK-QMMMGPOBSA-N

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Rechtliche Hinweise

ChiPros is a registered trademark of BASF SE

Piktogramme

Health hazardExclamation mark

Signalwort

Danger

Gefahreneinstufungen

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

Lagerklassenschlüssel

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

WGK

WGK 3

Flammpunkt (°F)

176.0 °F - closed cup

Flammpunkt (°C)

80 °C - closed cup


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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
Feng Yu et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 17(50), 14234-14240 (2011-11-09)
In the presence of PhSiH(3) as the reductant, the combination of enantiomeric dipyridylphosphane ligands and Cu(OAc)(2)·H(2)O, which is an easy-to-handle and inexpensive copper salt, led to a remarkably practical and versatile chiral catalyst system. The stereoselective formation of a selection
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
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
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

Artikel

There are several alternative routes towards chiral aryl-substituted epoxides, among them Jacobsen’s asymmetric epoxidation1 or his hydrolytic kinetic resolution2 method, Sharpless’s asymmetric epoxidation3 using catalytic titan(IV)- isopropylate/diethyl tartrate complexes and tert-butylhydroperoxide

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