Title: Glutaric Acid
CAS Registry Number: 110-94-1
CAS Name: Pentanedioic acid
Synonyms: 1,3-propanedicarboxylic acid
Molecular Formula: C5H8O4
Molecular Weight: 132.11
Percent Composition: C 45.46%, H 6.10%, O 48.44%
Line Formula: COOH(CH2)3COOH
Literature 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.
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. Absorption spectrum:
Compt. Rend. 189, 915 (1929). 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.
Melting point: mp 97.5-98°
Boiling point: bp760 302-304° (very slight decompn); bp20 200°; bp10 195-198°
pKa: pK1 (25°): 4.34; pK2: 5.22
Index of refraction: nD106 1.41878
Density: d415 1.429
Derivative Type: Dimethyl ester
Molecular Formula: C7H12O4
Molecular Weight: 160.17
Percent Composition: C 52.49%, H 7.55%, O 39.96%
Properties: Liquid, faint agreeable odor. d415 1.0934. bp752 213.5-214°; bp13 93.5-94.5°.
nD20 1.4246. Very sol in alcohol and ether.
Boiling point: bp752 213.5-214°; bp13 93.5-94.5°
Index of refraction: nD20 1.4246
Density: d415 1.0934
