269549

3-Buten-2-one

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

• 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

Properties

• 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

Description

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.

Safety Information

• Pictograms: GHS02,GHS06,GHS05,GHS09
• Signal Word: Danger
• Hazard Statements: H225,H300 + H310 + H330,H314,H317,H410
• Precautionary Statements: P210 - P273 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• 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