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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/REAXYS Number:
103170
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

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

signalword

Danger

Hazard Classifications

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

Storage Class

3 - Flammable liquids

wgk_germany

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


Certificates of Analysis (COA)

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Lindsay A Batory et al.
Journal of the American Chemical Society, 128(50), 16054-16055 (2006-12-15)
A novel copper-catalyzed vinyl oxirane ring expansion protocol has been developed. A wide range of vinyl oxiranes can be rearranged to 2,5-dihydrofurans in excellent yields in the presence of electrophilic copper(II) acetylacetonate catalysts. Regioisomeric vinyl oxiranes can be converted to
Valeria Di Bussolo et al.
The Journal of organic chemistry, 69(21), 7383-7386 (2004-10-09)
The reaction of alpha vinyl oxirane 5, prepared through a new route to the d-gulal system, with O-nucleophiles (alcohols and di-O-isopropylidene-alpha-d-monosaccharides) and C-nucleophiles (lithium alkyls) affords, in a completely stereoselective way, the corresponding 2-unsaturated alpha O- and C-glycosides having the
Charlotta Fred et al.
Mutation research, 585(1-2), 21-32 (2005-06-01)
1,3-Butadiene and isoprene (2-methyl-1,3-butadiene) are chemically related substances that are carcinogenic to rodents. The overall aim of this work is to elucidate the role of the genotoxic action of diepoxide metabolites in the carcinogenesis of the dialkenes. In vivo doses
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)

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