Dibenzalacetone
Title: Dibenzalacetone
CAS Registry Number: 538-58-9
CAS Name: 1,5-Diphenyl-1,4-pentadien-3-one
Additional Names: dibenzylidene acetone; distyryl ketone
Molecular Formula: C17H14O
Molecular Weight: 234.29
Percent Composition: C 87.15%, H 6.02%, O 6.83%
Line Formula: C6H5CH=CHCOCH=CHC6H5
Literature References: Prepn from benzaldehyde + acetone: Conrad, Dolliver, Org. Synth. 12, 22 (1939); Haslam, US 2719863 (1955 to du Pont); Tokár et al., Acta Chim. Acad. Sci. Hung. 19, 83 (1959). Prepn of geometrical isomers: Dinwiddie et al., J. Org. Chem. 27, 327 (1962).
 
Derivative Type: trans-trans-Form
Properties: Crystals from hot ethyl acetate, mp 110-111°. uv max: 330 nm (e 34,300). Practically insol in water. Slightly sol in alc, ether; sol in acetone, chloroform.
Melting point: mp 110-111°
Absorption maximum: uv max: 330 nm (e 34,300)
 
Derivative Type: cis-trans-Form
Properties: Light yellow needles from ethanol, mp 60°. uv max: 295 nm (e 20,000).
Melting point: mp 60°
Absorption maximum: uv max: 295 nm (e 20,000)
 
Derivative Type: cis-cis-Form
Properties: Yellow oil, bp0.02 130°. uv max: 287 nm (e 11,000).
Boiling point: bp0.02 130°
Absorption maximum: uv max: 287 nm (e 11,000)
 
Use: In sun protection preparations.

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