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S5006

Sigma-Aldrich

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
Beilstein:
108582
EC Number:
202-476-7
MDL number:
MFCD00005121
UNSPSC Code:
12162002
PubChem Substance ID:
24899628
NACRES:
NA.23

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.)

SMILES string

C1OC1c2ccccc2

InChI

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

InChI key

AWMVMTVKBNGEAK-UHFFFAOYSA-N

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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

Signal Word

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 Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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.
The genetic toxicology of styrene and styrene oxide.
R Barale
Mutation research, 257(2), 107-126 (1991-03-01)
D H Phillips et al.
Critical reviews in toxicology, 24 Suppl, S35-S46 (1994-01-01)
Styrene is metabolized to styrene oxide, a direct-acting mutagen and carcinogen. Styrene oxide reacts with DNA mainly at the N-7 position in guanine, but also at other sites and with other bases. Substitution occurs at both the alpha- and beta-positions
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
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