Isosuccinic acid

Isosuccinic Acid, CH3CH(COOH)2, is isomeric with succinic acid. As it is a methyl derivative of malonic acid and contains two carboxyl groups in combination with the same carbon atom, it resembles the latter in chemical properties. For example, when heated above its melting point it loses carbon dioxide and is converted into propionic acid —... 

Dibasic acids in which the carboxyl groups are linked to different carbon atoms behave on decomposition by heat as succinic acid does, that is, they lose water and anhydrides are formed. Isosuccinic acid is prepared from a-bromopropionic acid by the reactions with which the student is familiar. The acid forms crystals, which melt at about 130°. 

Fittig claimed that Perkin s results were due to the use of too high a temperature, and at about 100° the acid obtained corresponded with the salt used, irrespective of the anhydride. C. M. Stuart, another pupil of Fittig, found that, in presence of acetic anhydride, salts of malonic and isosuccinic acids, which do not form anhydrides, also condense with benzaldehyde. Fittig and Jayne, and Fittig and P. Ott, claimed to have obtained evidence of an addition product in the reaction ... 

Updated Entry replacing M-03354 Methylmalonic acid. Isosuccinic acid [516-05-2]... 

Jbrmofioa.—-1. By the Mtlon of potassic hydrate uponethy lenic cyanide (p. 289) this reaction proves that sucoinic acid contains ethylene, and that its constitutional formula is as above given but an isosuccinic arid must be capable of formation, though hitherto never obtained. This acid will obviously cont n otbylidene in the place of ethylene mid its fOOHo... 

---