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540102

Sigma-Aldrich

(S)-(−)-Styrene oxide

98%, optical purity ee: 98% (GC)

Sinonimo/i:

(S)-(−)-Phenyloxirane, (S)-Phenylethylene oxide

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About This Item

Formula empirica (notazione di Hill):
C8H8O
Numero CAS:
20780-54-5
Peso molecolare:
120.15
Beilstein:
3587977
Numero MDL:
MFCD00064310
Codice UNSPSC:
12352005
ID PubChem:
24878441
NACRES:
NA.22

Livello qualitativo

100

Saggio

98%

Attività ottica

[α]20/D −33°, neat

Purezza ottica

ee: 98% (GC)

Indice di rifrazione

n20/D 1.535 (lit.)

P. ebollizione

192-194 °C (lit.)

Densità

1.051 g/mL at 25 °C (lit.)

Gruppo funzionale

ether
phenyl

Stringa SMILE

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
AWMVMTVKBNGEAK-MRVPVSSYSA-N

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Descrizione generale

Styrene oxide is an oxirane derivative, which is used as a monomer for the synthesis of polyesters with relatively high Tg values via ring-opening copolymerization. It can also be used as a useful intermediate in the preparation of levamisole, a nematocide and anticancer agent.

Applicazioni

(S)-(-)-Styrene oxide can undergo copolymerization with CO2 to form the corresponding polycarbonate in the presence of a cobalt-based catalyst system.

Avvertenza

Product should be sampled and packaged in a glove bag under nitrogen.

Avvertenze

Danger

Indicazioni di pericolo

H311 + H331,H315,H319,H350,H411

Classi di pericolo

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Aquatic Chronic 2 - Carc. 1B - Eye Irrit. 2 - Skin Irrit. 2

Codice della classe di stoccaggio

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

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

174.2 °F - closed cup

Punto d’infiammabilità (°C)

79 °C - closed cup

Dispositivi di protezione individuale

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificati d'analisi (COA)

Lot/Batch Number
MKCQ0433
MKCM5788
MKCM2413
MKCL3897
MKCK6852

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Sigma-Aldrich

248487

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Styrene analytical standard

Supelco

45993

Styrene

Highly selective synthesis of CO2 copolymer from styrene oxide.
Wu GP, et al.
Macromolecules, 43(21), 9202-9204 (2010)
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
G Cruzan et al.
Regulatory toxicology and pharmacology : RTP, 62(1), 214-220 (2011-11-02)
Styrene induces lung tumors in mice but not in rats. Although metabolism of styrene to 7,8-styrene oxide (SO) by CYP2E1 has been suggested as a mediator of styrene toxicity, lung toxicity is not attenuated in CYP2E1 knockout mice. However, styrene
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
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
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