Pechmann, Ber., 18 9 5, 28, p. 857); by distilling anisic acid (paramethoxy benzoic acid) with baryta or by boiling phenyl diazonium chloride with methyl alcohol.
Chromic acid oxidizes it to benzoic acid; zinc and acetic acid reduce it to cinnamic acid, C 6 H 5 CH:CH CO 2 H, whilst sodium amalgam reduces it to hydrocinnamic acid, C6H5 CH2 C02H.
The classical investigation of Liebig and Friedrich Wihler on the radical of benzoic acid (" Uber das Radikal der Benzoesaure," Ann.
An, matter), formed the basis of benzaldehyde, benzoic acid, benzoyl chloride, benzoyl bromide and benzoyl sulphide, benzamide and benzoic ether.
However, in 1833, Berzelius reverted to his earlier opinion that oxygenated radicals were incompatible with his electrochemical theory; he regarded benzoyl as an oxide of the radical C 14 H 1Q, which he named " picramyl " (from 7rucp6s, bitter, and &uvyalk, almond), the peroxide being anhydrous benzoic acid; and he dismissed the views of Gay Lussac and Dumas that ethylene was the radical of ether, alcohol and ethyl chloride, setting up in their place the idea that ether was a suboxide of ethyl, (C2H5)20, which was analogous to K 2 0, while alcohol was an oxide of a radical C 2 H 6; thus annihilating any relation between these two compounds.