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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:
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

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

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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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
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
Ewan D Booth et al.
Chemico-biological interactions, 147(2), 195-211 (2004-03-12)
Male Sprague-Dawley rats and B6C3F1 mice were exposed to either a single 6h or a multiple (5) daily (6h) nose-only dose of 1,3-[2,3-(14)C]-butadiene at exposure concentrations of nominally 1, 5 or 20 ppm. The aim was to compare the results
Quanxin Meng et al.
Chemico-biological interactions, 166(1-3), 207-218 (2006-07-21)
The carcinogenicity of 1,3-butadiene (BD) is related to its bioactivation to several DNA-reactive metabolites; accumulating evidence suggests that the stereochemistry of these BD intermediates may play a significant role in the mutagenic and carcinogenic actions of the parent compound. The
Barry M Trost et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 12(25), 6607-6620 (2006-06-30)
Palladium catalyzed asymmetric allylic alkylation reaction of an amine with two equivalents of butadiene monoxide allows for the expedient synthesis of trans- and cis-2,5-dihydropyrroles. The versatility of these chiral synthons towards the synthesis of a wide variety of iminosugar natural

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