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Merck

S5006

Styrene oxide

97%

Synonym(s):

1,2-Epoxyethylbenzene, Phenylethylene oxide, Phenyloxirane

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About This Item

Empirical Formula (Hill Notation):
C8H8O
CAS Number:
96-09-3
Molecular Weight:
120.15
UNSPSC Code:
12162002
NACRES:
NA.23
PubChem Substance ID:
24899628
EC Number:
202-476-7
Beilstein/REAXYS Number:
108582
MDL number:
MFCD00005121

Product Name

Styrene oxide, 97%

InChI key

AWMVMTVKBNGEAK-UHFFFAOYSA-N

InChI

1S/C8H8O/c1-2-4-7(5-3-1)8-6-9-8/h1-5,8H,6H2

SMILES string

C1OC1c2ccccc2

vapor density

4.14 (vs air)

vapor pressure

<1 mmHg ( 20 °C)

assay

97%

autoignition temp.

928 °F

expl. lim.

~22 %

refractive index

n20/D 1.535 (lit.)

bp

194 °C (lit.)

mp

−37 °C (lit.)

density

1.054 g/mL at 25 °C (lit.)

Quality Level

200

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Application

  • Synthesis of poly (styrene oxide) with different molecular weights using tin catalysts: This study explores the ring-opening polymerization of styrene oxide using tin catalysts to produce homopolymers with varying molecular weights (Kayan, 2015).
  • Electrogenerated BF3 from tetrafluoroborate-based ionic liquids: theoretical and experimental studies towards selective styrene oxide isomerization: Research on using electrogenerated BF3 to selectively isomerize styrene oxide, highlighting theoretical and experimental insights (Bortolami et al., 2021).
  • Selective conversion of styrene oxide to 2-phenylethanol in cascade reactions over non-noble metal catalysts: This paper investigates the catalytic conversion of styrene oxide to 2-phenylethanol using non-noble metal catalysts (Sasu et al., 2016).
  • Laboratory blueprints for interstellar searches of aromatic chiral molecules: rotational signatures of styrene oxide: Study of the rotational spectra of styrene oxide for potential detection in interstellar space (Stahl et al., 2020).

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Dermal - Carc. 1B - Eye Irrit. 2 - Muta. 1B - Skin Irrit. 2 - Skin Sens. 1

Storage Class

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

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ4274
MKCX7574
MKCX6244
MKCV2673
MKCS9804

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Jan Volmer et al.
Applied and environmental microbiology, 80(20), 6539-6548 (2014-08-17)
The application of whole cells as biocatalysts is often limited by the toxicity of organic solvents, which constitute interesting substrates/products or can be used as a second phase for in situ product removal and as tools to control multistep biocatalysis.
E E McConnell et al.
Critical reviews in toxicology, 24 Suppl, S49-S55 (1994-01-01)
Eleven long-term toxicity studies were reviewed on styrene and five on styrene oxide in an effort to evaluate the potential carcinogenic activity of these chemicals in animals. The styrene studies included inhalation exposure (rats, mice, guinea pigs, and rabbits), intragastric
The genetic toxicology of styrene and styrene oxide.
R Barale
Mutation research, 257(2), 107-126 (1991-03-01)
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
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
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