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Merck
CN

127574

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:
930-22-3
Molecular Weight:
70.09
UNSPSC Code:
12162002
NACRES:
NA.23
PubChem Substance ID:
24847787
EC Number:
213-210-4
Beilstein/REAXYS Number:
103170
MDL number:
MFCD00005149

Key Documents

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Product Name

3,4-Epoxy-1-butene, 98%

InChI key

GXBYFVGCMPJVJX-UHFFFAOYSA-N

InChI

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

SMILES string

C=CC1CO1

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

Quality Level

100

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Related Categories

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

Hazard Classifications

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

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

-58.0 °F - closed cup

flash_point_c

-50 °C - closed cup

ppe

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKBT6019V
MKBP0910V
MKBL3231V
06919ME
08917DE

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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)
L Recio et al.
Chemico-biological interactions, 135-136, 325-341 (2001-06-09)
1,3-Butadiene (BD) is a multisite carcinogen and is mutagenic in multiple tissues of B6C3F1 mice. BD is bioactivated to at least three directly mutagenic metabolites: 1,2-epoxybutene (EB), 1,2-epoxy-3,4-butanediol (EBD), and 1,2,3,4-diepoxybutane (DEB). However, the contribution of these individual metabolites to
Thomas J L Mustard et al.
Journal of the American Chemical Society, 135(4), 1471-1475 (2013-01-01)
Density functional theory computations of the Cu-catalyzed ring expansion of vinyloxiranes is mediated by a traceless dual Cu(I)-catalyst mechanism. Overall, the reaction involves a monomeric Cu(I)-catalyst, but a single key step, the Cu migration, requires two Cu(I)-catalysts for the transformation.
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
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