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E51309

Sigma-Aldrich

1-Penten-3-one

contains 0.1% BHT as stabilizer, 97%

Synonym(s):
Ethyl vinyl ketone
Linear Formula:
C2H5COCH=CH2
CAS Number:
Molecular Weight:
84.12
Beilstein:
1735857
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

contains

0.1% BHT as stabilizer

refractive index

n20/D 1.419 (lit.)

bp

38 °C/60 mmHg (lit.)

density

0.851 g/mL at 20 °C
0.845 g/mL at 25 °C (lit.)

storage temp.

−20°C

SMILES string

CCC(=O)C=C

InChI

1S/C5H8O/c1-3-5(6)4-2/h3H,1,4H2,2H3

InChI key

JLIDVCMBCGBIEY-UHFFFAOYSA-N

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Related Categories

Application

Reagent for annulation.

Packaging

5, 25 g in glass bottle

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

14.0 °F - closed cup

Flash Point(C)

-10 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Certificate of Origin

C Deininger et al.
Journal of applied toxicology : JAT, 10(3), 167-171 (1990-06-01)
The mutagenic and genotoxic effects of ethylvinyl ketone were investigated. This alpha, beta-unsaturated carbonyl compound is widely distributed in the environment, in particular in food. Whereas ethylvinyl ketone shows only weak genotoxicity in the SOS Chromotest with Escherichia coli PQ37
Yingju Xu et al.
The Journal of organic chemistry, 74(14), 5100-5103 (2009-06-03)
A general approach for the synthesis of 3,5-diarylcyclopentenones was developed. Key aspects of this approach are the intramolecular Friedel-Crafts-type cyclization of vinyl chlorides and subsequent Pd-catalyzed cross-coupling reactions. The requisite vinyl chloride-bearing arylacetic acid precursors are readily available by straightforward
J C Meillon et al.
Nucleosides, nucleotides & nucleic acids, 24(5-7), 695-699 (2005-10-27)
2-Methyl-2-cyclopentene-1-one was used as starting material in a novel route toward 2'-branchedcarbocyclic nucleosides. This methodology was efficiently adapted to the preparation of 4'-epicarbocycles. A series of this new class of molecules was synthesized as potential antiviral compounds.
Synlett, 51-51 (1991)
E Eder et al.
Mutation research, 470(1), 29-37 (2000-09-15)
alpha,beta-Unsaturated ketones are bifunctional compounds which form promutagenic 1,N(2)-propanodeoxyguanosine adducts like carcinogenic alpha,beta-unsaturated aldehydes and are mutagenic and genotoxic like these aldehydes. They are important industrial chemicals, are found in our environment and are widespread in our food. We investigated

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