It may be prepared by distilling calcium benzoate; by condensing benzene with benzoyl chloride in the presence of anhydrous aluminium chloride; by the action of mercury diphenyl on benzoyl chloride, or by oxidizing diphenylmethane with chromic acid.
It is obtained by condensing benzal chloride with mercury diphenyl (Kekule and Franchimont, Ber., 1872, 5, p. 907); from benzal chloride or benzotrichloride and zinc dust or aluminium chloride; from chloroform or carbon tetrachloride and benzene in the presence of aluminium chloride; and deamidating diand tri-aminotriphenylmethane with nitrous acid and alcohol (0.
Its tetramethyl-diamino derivative, which is formed by condensing formaldehyde with dimethyl-meta-aminophenol and subsequent elimination of water from the resulting diphenyl methane derivative, is the leuco base of pyronine, into which it passes by oxidation.
Stilbene bromide when treated with alcoholic potash gives diphenyl acetylene or tolane, C6H5 C: C CsH5.
Nitrosobenzene, C 6 H 5 NO, was first obtained by the action of nitrosyl bromide or chloride on mercury diphenyl (A.
The nature of the substituent exerts a specific influence on the reaction; thus with chlorine or bromine, ortho-semidines and the diphenyl bases are the chief products; the dimethylamino, -N(CH 3) 2, and acetamino, -NHCOCH3, groups give the diphenyl base and the para-semidine respectively.
With a methyl group, the chief product is an ortho-semidine, whilst with a carboxyl group, the diphenyl derivative is the chief product.
If, however, one of the para positions in the hydrazo compound is substituted, then either diphenyl derivatives or azo compounds are formed, or what is known as the semidine change takes place (P. Jacobson, Berichte, 1892, 2 5, p. 99 2; 1893, 26, p. 681; 1896, 29, p. 2680; Annalen, 1895, 287, p. 97; 1898, 3 0 3, p. 290) A para mono substituted hydrazo compound in the presence of a hydrochloric acid solution of stannous chloride gives either a para diphenyl derivative (the substituent group being eliminated), an ortho-semidine, a para-semidine, or a diphenyl base, whilst a decomposition with the formation of amines may also take place.
Above), also known as diethylene diamine, may be prepared by reducing pyrazine, or, better, by combining aniline and ethylene bromide to form diphenyl diethylene diamine, the dinitroso compound of which hydrolyses to para-dinitrosophenol and pipera zine.
Silicobenzoic acid, C 6 H 5 S10.0H, results from the action of dilute aqueous ammonia on phenyl silicon chloride (obtained from mercury diphenyl and silicon tetrachloride).