Isonicotinic Acid
Title: Isonicotinic Acid
CAS Registry Number: 55-22-1
CAS Name: 4-Pyridinecarboxylic acid
Additional Names: g-pyridinecarboxylic acid; g-picolinic acid
Molecular Formula: C6H5NO2
Molecular Weight: 123.11
Percent Composition: C 58.54%, H 4.09%, N 11.38%, O 25.99%
Literature References: Prepd by permanganate oxidation of g-picoline: Gilman, Broadbent, J. Am. Chem. Soc. 70, 2757 (1948); Fields, US 2946801 (1960 to Standard Oil); from 4-ethylpyridine: Wibaut, Arens, Rec. Trav. Chim. 60, 137 (1941); from citric acid to citrazinic acid to 2,6-dichloroisonicotinic acid: Behrmann, Hofmann, Ber. 17, 2681 (1884); Wibaut, Rec. Trav. Chim. 63, 141 (1944). Prepn of ethyl ester: Burrus, Powell, J. Am. Chem. Soc. 67, 1469 (1945).
Properties: Platelets, mp 319°. Sublimes at 260° and 15 mm pressure. pK (25°) 4.96. pH of satd aq soln 3.6. Sparingly sol in cold water (0.52 g/100 ml at 20°), more sol in hot water. Practically insol in benzene, ether, boiling alcohol.
Melting point: mp 319°
pKa: pK (25°) 4.96
 
Derivative Type: Methyl ester
Molecular Formula: C7H7NO2
Molecular Weight: 137.14
Percent Composition: C 61.31%, H 5.14%, N 10.21%, O 23.33%
Properties: Liq, slight odor, similar to mint or oil of wintergreen. mp 8.5°. bp21 104°; bp760 209° (slight decompn).
Melting point: mp 8.5°
Boiling point: bp21 104°; bp760 209° (slight decompn)
 
Derivative Type: Ethyl ester
Properties: Liq, ester-like odor. Needles, when cooled by salt-ice mixture, mp 23°. d415 1.0091 (liq). bp5 78.5°; bp15 110°; bp760 220°. Sol in alcohol, ether, chloroform, benzene. Practically insol in water.
Melting point: mp 23°
Boiling point: bp5 78.5°; bp15 110°; bp760 220°
Density: d415 1.0091 (liq)

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