4473. Glutaric Acid
Nomenclature
CAS number: 110-94-1
Pentanedioic acid; 1,3-propanedicarboxylic acid. C5H8O4; mol wt 132.11.
C 45.46%, H 6.10%, O 48.44%.
Description and references
Occurs in green sugar beets; is found in water extracts of crude wool. Manuf from cyclopentanone by oxidative ring fission with hot 50% nitric acid in the presence of vanadium pentoxide. Lab prepn by acid hydrolysis of trimethylene cyanide: Marvel, Tuley, Org. Synth. 5, 69 (1925), or of methylenedimalonic ester: Otterbacher, ibid. 10, 58 (1930). Several new methods: Paris et al., Org. Synth. coll. vol. IV, 496 (1963); English, Dayan, ibid. 499. Absorption spectrum: Compt. Rend. 189, 915 (1929)
Properties
Large monoclinic prisms, mp 97.5-98°. d415 1.429. bp760 302-304° (very slight decompn); bp20 200°; bp10 195-198°, pK1 (25°): 4.34; pK2: 5.22. nD106 1.41878. Soly in water (g/l): at 0°: 429; at 20°: 639; at 50°: 957; at 65°: 1118. Freely sol in abs alcohol, ether; sol in benzene, chloroform; slightly in petr ether.Derivative
Dimethyl ester.Nomenclature
CAS number: 1119-40-0
C7H12O4; mol wt 160.17.
C 52.49%, H 7.55%, O 39.96%.