Title: Benzoyl Chloride
CAS Registry Number: 98-88-4
Additional Names: Benzenecarbonyl chloride
Molecular Formula: C7H5ClO
Molecular Weight: 140.57
Percent Composition: C 59.81%, H 3.59%, Cl 25.22%, O 11.38%
Literature References: Prepd by partial hydrolysis of benzotrichloride: Davies, Dick, J. Chem. Soc. 1932, 2808; by chlorination of benzaldehyde: Wöhler, Ann. 3, 262 (1832); from benzoic acid and PCl5 or from benzoic acid and phosgene: Uwarow, Stepanow, SU 56693 (1936). Lab prepn from benzoic acid and thionyl chloride: A. I. Vogel, Practical Organic Chemistry (Longmans, London, 3rd ed., 1959) p 792; Gattermann-Wieland, Praxis des Organischen Chemikers (de Gruyter, Berlin, 40th ed., 1961) p 112.
Properties: Liquid. Penetrating odor. d425 1.2070. mp -1.0°. bp760 197.2°; bp35 100°; bp15 82.3°; bp9 71°; bp3 49°. nD20 1.55369. Dipole moment 3.28. Flash pt 88°C (190.4°F). Parachor 289.8. Dec by water and alc. Miscible with ether, benzene, carbon disulfide, oils.
Melting point: mp -1.0°
Boiling point: bp760 197.2°; bp35 100°; bp15 82.3°; bp9 71°; bp3 49°
Flash point: Flash pt 88°C (190.4°F)
Index of refraction: nD20 1.55369
Density: d425 1.2070
CAUTION: Lacrimator. Irritating to skin, eyes, mucous membranes.
Use: For acylation, i.e., introduction of the benzoyl group into alcohols, phenols, and amines (Schotten-Baumann reaction); in the manuf of benzoyl peroxide and of dye intermediates. In organic analysis for making benzoyl derivatives for identification purposes. |