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Key Documents

69692

Sigma-Aldrich

3-Buten-2-one

purum, ≥95.0% (GC)

Synonym(s):

Methyl vinyl ketone, Vinyl methyl ketone

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About This Item

Linear Formula:
CH2=CHCOCH3
CAS Number:
Molecular Weight:
70.09
Beilstein:
506021
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

vapor density

1.3 (vs air)

Quality Level

vapor pressure

310 mmHg ( 55 °C)
71 mmHg ( 20 °C)

grade

purum

Assay

≥95.0% (GC)

form

liquid

contains

~0.5% acetic acid as stabilizer
~0.5% hydroquinone as stabilizer

expl. lim.

15.64 %

impurities

~5% water

refractive index

n20/D 1.411 (lit.)
n20/D 1.412

bp

81 °C (lit.)

density

0.86 g/mL at 20 °C
0.864 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CC(=O)C=C

InChI

1S/C4H6O/c1-3-4(2)5/h3H,1H2,2H3

InChI key

FUSUHKVFWTUUBE-UHFFFAOYSA-N

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Caution

may discolor to brown on storage

Signal Word

Danger

Hazard Classifications

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

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

19.4 °F - closed cup

Flash Point(C)

-7 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Grant R Krow et al.
The Journal of organic chemistry, 72(9), 3458-3466 (2007-03-31)
Diene substituent effects on the regiochemical and stereochemical outcomes of uncatalyzed Diels-Alder reactions of N-alkoxycarbonyl-1,2-dihydropyridines with both styrene and methyl vinyl ketone (MVK) were studied. Alkyl substitution on the diene in all cases examined resulted in a kinetic preference for
Yonggui Chi et al.
Journal of the American Chemical Society, 130(20), 6322-6323 (2008-04-25)
Non-interpenetrating star polymer catalysts designed to mimic the site isolation characteristics of enzymes enable the one-pot combination of multiple otherwise incompatible catalysts for asymmetric cascade reactions that involve iminium, enamine, and H-bonding catalysis. Control experiments replacing star polymer catalysts with
Quan Cai et al.
Organic letters, 14(12), 3040-3043 (2012-05-26)
A formal [4 + 2] cycloaddition of 2,3-disubstituted indoles with vinyl methyl ketone was realized in the presence of a catalytic amount of quinine-derived primary amine and pentafluorobenzoic acid. This method provides bridged-ring indoline scaffolds containing two quaternary carbon centers
Hyun Joo Lee et al.
Molecules (Basel, Switzerland), 17(6), 7523-7532 (2012-06-20)
The enantioselective conjugate addition reaction of 3-aryl-substituted oxindoles with methyl vinyl ketone promoted by binaphthyl-modified bifunctional organocatalysts was investigated. The corresponding Michael adducts, containing a quaternary center at the C3-position of the oxindoles, were generally obtained in high yields with
Hans von Stedingk et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 878(27), 2491-2496 (2010-04-20)
Adducts to N-terminal valines in Hb have been shown useful as biomarkers of exposure to electrophilic compounds. Adducts from many compounds have earlier been measured with a modified Edman degradation method using a GC-MS/MS method. A recently developed method, the

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