Meta-aminophenol, C 6 H 4.
Meta-aminophenol is prepared by reducing metanitrophenol, or by heating resorcin with ammonium chloride and ammonia to 200° C. Dimethyl-meta-aminophenol is prepared by heating meta-aminophenol with methyl alcohol and hydrochloric acid in an autoclave; by sulphonation of dimethylaniline, the sulphonic acid formed being finally fused with potash; or by nitrating dimethylaniline, in the presence of sulphuric acid at 0° C. In the latter case a mixture of nitro-compounds is obtained which can be separated by the addition of sodium carbonate.
Dimethyl-meta-aminophenol crystallizes in small prisms which melt at 87° C. It condenses with phthalic anhydride to form rhodamine, and with succinic anhydride to rhodamine S.
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.
It crystallizes in orange-red needles which melt at 82.5-83° C. On reduction with zinc dust in dilute sal - ammoniac solution, it yields ortho-aminophenol and aniline.
The products of its electrolytic reduction vary with the conditions: in sulphuric acid solution it yields para-aminophenol (L.
It may be prepared synthetically by fusing meta-iodophenol, phenol meta-sulphonic acid, and benzene meta-disulphonic acid with potash; by the action of nitrous acid on meta-aminophenol; or by the action of 10% hydrochloric acid on meta-phenylene diamine (J.
Pyrocatechin readily condenses to form heterocyclic compounds; cyclic esters are formed by phosphorus trichloride and oxychloride, carbonyl chloride, sulphuryl chloride, &c.; whilst ortho-phenylenediamine, o-aminophenol, and o-aminothiophenol give phenazine, phenoxazine and thiodiphenylamine.
Hydrochloric acid converts it into chloraniline, nitrogen being eliminated; whilst boiling sulphuric acid converts it into aminophenol.
The para or true quinones are obtained by the oxidation of hydrocarbons with chromic acid or of various para di-derivatives of benzene with chromic acid mixture, such, for example, as para-aminophenol, para-phenylene diamine, paraa.minoazobenzene, &c. H.