Skip to Content
Merck
CN
All Photos(1)

Documents

Safety Information

269549

Sigma-Aldrich

3-Buten-2-one

contains 0.5% hydroquinone and 0.1% acetic acid as stabilizer, 99%

Sign Into View Organizational & Contract Pricing
All Photos(1)
Synonym(s):
Methyl vinyl ketone, Vinyl methyl ketone
Linear Formula:
CH2=CHCOCH3
CAS Number:
78-94-4
Molecular Weight:
70.09
Beilstein:
506021
MDL number:
MFCD00008777
UNSPSC Code:
12352100
PubChem Substance ID:
24856333
NACRES:
NA.22

vapor density

1.3 (vs air)

vapor pressure

310 mmHg ( 55 °C)
71 mmHg ( 20 °C)

Assay

99%

form

liquid

contains

0.5% hydroquinone and 0.1% acetic acid as stabilizer

expl. lim.

15.64 %

refractive index

n20/D 1.411 (lit.)

bp

81 °C (lit.)

solubility

diethyl ether: easily soluble(lit.)
ethanol: easily soluble(lit.)
glacial acetic acid: easily soluble(lit.)
hydrocarbons: slightly soluble(lit.)
methanol: easily soluble(lit.)
water: easily soluble(lit.)

density

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

Looking for similar products? Visit Product Comparison Guide

General description

The formation mechanism and oxidation route of 3-buten-2-one was studied.

Application

3-Buten-2-one (vinyl ketone) can be used as a substrate in the synthesis of 4-methoxy-butan-2-one by the conjugate addition of methanol. It is also used in the iron(II)-catalyzed alkylation of indoles at the C-3 position. Use of excess of ketone yields 2,3-dialkylated indoles. 3-Buten-2-one was also useful in Micheal acceptor reactions for thiols, indoles, and coumarins.

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

WGK

WGK 3

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

监管及禁止进口产品

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Ye, M-C; et al.
Synthesis, 6, 946-946 (2006)
Chu, C-M; et al.
Tetrahedron Letters, 46, 4971-4971 (2005)
Pav'e. G.; et al.
Synlett, 7, 987-987 (2003)
Lance E Christensen et al.
The journal of physical chemistry. A, 110(21), 6948-6959 (2006-05-26)
Near-infrared spectroscopy was used to monitor HO2 formed by pulsed laser photolysis of Cl2-O2-CH3OH-N2 mixtures. On the microsecond time scale, [HO2] exhibited a time dependence consistent with a mechanism in which [HO2] approached equilibrium via HO2 + HO2.CH3OH (3, -3).
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)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service