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Merck
CN

M87509

3-Buten-2-one

contains 0.3-1.0% hydroquinone as stabilizer, technical grade, 90%

Synonym(s):

Methyl vinyl ketone, Vinyl methyl ketone

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About This Item

Linear Formula:
CH2=CHCOCH3
CAS Number:
78-94-4
Molecular Weight:
70.09
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24897283
MDL number:
MFCD00008777
Beilstein/REAXYS Number:
506021
Assay:
90%
Form:
liquid

Key Documents

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InChI

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

SMILES string

CC(=O)C=C

InChI key

FUSUHKVFWTUUBE-UHFFFAOYSA-N

grade

technical grade

vapor density

1.3 (vs air)

vapor pressure

310 mmHg ( 55 °C), 71 mmHg ( 20 °C)

assay

90%

form

liquid

contains

0.3-1.0% hydroquinone as stabilizer

expl. lim.

15.64 %

impurities

<7% water

Quality Level

200

bp

81 °C (lit.)

solubility

H2O: soluble

density

0.864 g/mL at 25 °C (lit.)

storage temp.

2-8°C

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Application

3-Buten-2-one can undergo conjugate addition with methanol over the solid base catalysts to afford 4-methoxy-butan-2-one. It can also undergo coupling reaction with alkyltins and alkynes in the presence of a nickel complex to form stereo-defined conjugated enynes.

signalword

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

3 - Flammable liquids

wgk

WGK 3

flash_point_f

19.4 °F - closed cup

flash_point_c

-7 °C - closed cup

ppe

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

Regulatory Information

监管及禁止进口产品
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Certificates of Analysis (COA)

Lot/Batch Number
BCCN9947
BCCN9948
BCCN9949
BCCN3536
BCCN3537

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Synthesis of stereodefined enynes by the nickel-catalyzed coupling reaction of alkynyltins, alkynes, and enones.
Ikeda SI
Journal of the American Chemical Society, 116(13), 5975-5976 (1994)
Conjugate addition of methanol to 3-buten-2-one over solid base catalysts.
Kabashima H, et al.
Applied Catalysis A: General, 214(1), 121-124 (2001)
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
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
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
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