Since it does not form an addition product with bromine, reduction must have taken place in one of the nuclei only, and on account of the aromatic character of the compound it must be in that nucleus which does not contain the amino group. This tetrahydro compound yields adipic acid, (CH 2) 4 (CO 2 H) 2, when oxidized by potassium permanganate.
Wislicenus, Ann., 18 93, 275, p. 309): [CH 2 CH 2 CO 2] 2 Ca---[CH 2 CH 2] 2 CO; by the action of sodium on the esters of acids of the adipic and pimelic acid series (W.
Wislicenus, Ann., 18 93, 2 75, p. 312), is also obtained by the action of sodium on the esters of pimelic acid; by the distillation of calcium succinate; and by hydrolysis of the cyclopentanone carboxylic acid, obtained by condensing adipic and oxalic esters in the presence of sodium ethylate.
Nitric acid oxidizes it to adipic acid, and chromic acid to cyclo-hexanone.
1.4) at 60-70° C., a mixture of - and - -methyl adipic acids is obtained (W.
Alkaline potassium permanganate oxidizes it to adipic acid.