Title: Benzophenone
CAS Registry Number: 119-61-9
CAS Name: Diphenylmethanone
Additional Names: diphenyl ketone; benzoylbenzene
Molecular Formula: C13H10O
Molecular Weight: 182.22
Percent Composition: C 85.69%, H 5.53%, O 8.78%
Line Formula: C6H5COC6H5
Literature References: Prepd by the Friedel-Crafts ketone synthesis from benzene and benzoyl chloride in the presence of AlCl3: Marvel, Sperry, Org. Synth. coll. vol. I (Wiley, New York, 2nd ed., 1941) p 95. By decarboxylation of o-benzoylbenzoic acid in the presence of copper catalyst: L. F. Fieser, Organic Experiments (D. C. Heath & Co., Boston, 1964) pp 201-203.
Properties: Stable form (there are two other labile forms), orthorhombic bisphenoidal prisms from alcohol or ether. Geranium-like odor. d418 1.1108. d450 1.0869. nD45.2 1.5975. Absorption spectrum: Purvis, McCleland, J. Chem. Soc. 101, 1516 (1912). mp 48.5°. bp760 305.4°; bp400 276.8°; bp200 249.8°; bp100 224.4°; bp60 208.2°; bp40 195.7°; bp20 175.8°; bp10 157.6°; bp5 141.7°; bp1.0 108.2°. Insoluble in water. One gram dissolves in 7.5 ml alcohol, 6 ml ether; sol in chloroform.
Melting point: mp 48.5°
Boiling point: bp760 305.4°; bp400 276.8°; bp200 249.8°; bp100 224.4°; bp60 208.2°; bp40 195.7°; bp20 175.8°; bp10 157.6°; bp5 141.7°; bp1.0 108.2°
Index of refraction: nD45.2 1.5975
Density: d418 1.1108; d450 1.0869
Derivative Type: Oxime
Molecular Formula: C13H11NO
Molecular Weight: 197.23
Percent Composition: C 79.17%, H 5.62%, N 7.10%, O 8.11%
Properties: For prepn see Org. Synth. 10, 10. Crystals from ligroin, mp 143-144°. Freely sol in ether, acetone.
Melting point: mp 143-144°
Use: Fixative for heavy perfumes, such as geranium, new-mown hay, especially when used in soaps. In the manuf of antihistamines, hypnotics, insecticides. |