Title: Methyl Vinyl Ketone
CAS Registry Number: 78-94-4
CAS Name: 3-Buten-2-one
Additional Names: D3-2-butenone; methylene acetone; acetyl ethylene; d-oxo-a-butylene
Molecular Formula: C4H6O
Molecular Weight: 70.09
Percent Composition: C 68.54%, H 8.63%, O 22.83%
Line Formula: CH3COCH=CH2
Literature References: Prepn by condensation of acetone and formaldehyde to 3-ketobutanol and dehydration to methyl vinyl ketone: Merling, Köhler, J. Soc. Chem. Ind. 29, 1037 (1910); White, Haward, J. Chem. Soc. 1943, 25. Prepn from vinylacetylene: Conaway, US 1967225 (1934 to du Pont). For review and polymerization characteristics see "Vinyl Ketone Polymers" in Encyclopedia of Polymer Science and Technology vol. 14 (Interscience, New York, 1971) pp 617-636.
Properties: Liquid with pungent odor. bp760 81.4°. nD20 1.4086. d420 0.8636; d425 0.8407. Easily soluble in water, methanol, ethanol, ether, acetone, glacial acetic acid. Slightly sol in hydrocarbons. Forms a binary azeotrope with water, bp760 75° (12% water). uv spectrum and electric moments: Rogers, J. Am. Chem. Soc. 69, 2544 (1947). Polymerizes on standing.
Boiling point: bp760 81.4°; bp760 75° (12% water)
Index of refraction: nD20 1.4086
Density: d420 0.8636; d425 0.8407
CAUTION: Readily absorbed through skin causing general poisoning of the organism. Irritating to mucous membranes and respiratory tract.
Use: Alkylating agent; commercial starting material for plastics; as intermediate in the synthesis of steroids and vitamin A.