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Key Documents

Safety Information

127574

Sigma-Aldrich

3,4-Epoxy-1-butene

98%

Synonym(s):

2-Vinyloxirane, 3,4-Epoxy-1-butene, Butadiene monoxide

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About This Item

Empirical Formula (Hill Notation):
C4H6O
CAS Number:
Molecular Weight:
70.09
Beilstein:
103170
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

Quality Level

Assay

98%

form

liquid

refractive index

n20/D 1.417 (lit.)

bp

65-66 °C (lit.)

density

0.87 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

C=CC1CO1

InChI

1S/C4H6O/c1-2-4-3-5-4/h2,4H,1,3H2

InChI key

GXBYFVGCMPJVJX-UHFFFAOYSA-N

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Pictograms

FlameExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Flam. Liq. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

-58.0 °F - closed cup

Flash Point(C)

-50 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Eduardo Cemeli et al.
Mutation research, 664(1-2), 69-76 (2009-05-12)
The toxicity of butadiene and styrene is exerted by their metabolites. Such metabolites have been extensively scrutinized at the in vitro level demonstrating evident genotoxic properties. In monitoring, a diverse range of outcomes has been produced. Additionally, epidemiological studies in
Stereoselective ring expansion of vinyl oxiranes: mechanistic insights and natural product total synthesis.
Matthew Brichacek et al.
Angewandte Chemie (International ed. in English), 49(9), 1648-1651 (2010-02-06)
Gunnar Boysen et al.
Chemico-biological interactions, 166(1-3), 170-175 (2007-02-15)
1,3-Butadiene is metabolized mainly by cytochrome P450 2E1 to several epoxides that are considered toxic and carcinogenic. The first step of BD metabolism is oxidation to 1,2-epoxy-3-butene (EB), a reactive metabolite. It has been shown that P450s can be inactivated
A Kowalczyk et al.
Chemical research in toxicology, 14(6), 746-753 (2001-06-21)
Hydroxyethyl adducts arising by the reactions of simple epoxides at the N1 position of adenine nucleosides can deaminate to give the inosine analogues which, if formed in DNA, are suspected of being highly mutagenic. A method has been developed for
M W Himmelstein et al.
Chemico-biological interactions, 135-136, 703-713 (2001-06-09)
(1-Chloroethenyl)oxirane (CEO) is a metabolite of beta-chloroprene (2-chloro-1,3-butadiene, CD). The purpose of this study was to evaluate the in vitro mutagenic and clastogenic (chromosome breaking) potential of CEO. For comparative purposes, the study also included an evaluation of the racemic

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