Phenylacetone
Title: Phenylacetone
CAS Registry Number: 103-79-7
CAS Name: 1-Phenyl-2-propanone
Additional Names: benzyl methyl ketone
Molecular Formula: C9H10O
Molecular Weight: 134.18
Percent Composition: C 80.56%, H 7.51%, O 11.92%
Line Formula: C6H5CH2COCH3
Literature References: Prepn from phenylacetic and acetic acids: R. H. Pickard, J. Kenyon, J. Chem. Soc. 105, 1124 (1914); R. M. Herbst, R. H. Manske, Org. Synth. coll. vol. II, 389 (1943); from a-phenylacetoacetonitrile: P. L. Julian, J. J. Oliver, ibid. 391; from a-methyl-a-phenylethylene oxide: S. Danilow, E. Venus-Danilowa, Ber. 60, 1050 (1927); from diethyl malonate: H. G. Walker, C. R. Hauser, J. Am. Chem. Soc. 68, 1386 (1946). Conformational calculations: M. Hirota et al., Tetrahedron 39, 3091 (1983). Use as prochiral ketone in enantioselective hydrosilylation: H. Brenner et al., Ber. 117, 1330 (1984).
Properties: Oil, mp -16 to -15°. bp760 214°; bp14 100-101°. d420 1.0157. nD 1.5174. uv max (ethanol): 258, 283 nm (e 255, 150).
Melting point: mp -16 to -15°
Boiling point: bp760 214°; bp14 100-101°
Index of refraction: nD 1.5174
Absorption maximum: uv max (ethanol): 258, 283 nm (e 255, 150)
Density: d420 1.0157
NOTE: This is a controlled substance: (immediate precursor) 21 CFR, 1308.12.
Use: In organic synthesis; production of benzyl radicals by photolysis.

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