1092. Benzoic Anhydride

Nomenclature

CAS number: 93-97-0
Benzoic acid 1,1′-anhydride.
C14H10O3; mol wt 226.23.
C 74.33%, H 4.46%, O 21.22%.

Description and references

Prepd by heating benzoic acid with acetic anhydride in the presence of a trace of phosphoric acid: Clarke, Rahrs, Org. Synth. 3, 2 (1923); coll. vol. I (Wiley, New York, 2nd ed., 1941) p 91.

Chemical structure

Properties

Orthorhombic bipyramidal prisms from benzene + petr ether. d415 1.1989. mp 42°. bp760 360°; bp200 299.1°; bp60 252.7°; bp40 239.8°; bp20 218°; bp10 198°; bp5 180°; bp1.0 143.8°. nD15 1.57665. Almost insol in water (0.01 g/l). Sol in alcohol, chloroform, acetone, ethyl acetate, benzene, toluene, xylene, ether, glacial acetic acid, acetic anhydride; moderately sol in petr ether; stable in water and in cold alkaline solns.

Use

In organic syntheses, as benzoylating agent in the manufacture of pharmaceuticals, dyes, and intermediates.