5159. Isocinchomeronic Acid

Nomenclature

CAS number: 100-26-5
2,5-Pyridinedicarboxylic acid.
C7H5NO4; mol wt 167.12.
C 50.31%, H 3.02%, N 8.38%, O 38.29%.

Description and references

Prepd by treating 5-ethyl-2-picoline (aldehyde-collidine) with suitable oxidizing agents such as HNO3, KMnO4, or H2SeO3: Meyer, Staffen, Monatsh. Chem. 34, 517 (1913); Jordan, Ind. Eng. Chem. 44, 332 (1952); Kato, Bull. Chem. Soc. Jpn. 34, 636 (1961); by oxidation of 5-acetyl-2-methylpyridine: Binns, Swan, J. Chem. Soc. 1962, 2831; from the lutidine fraction of coal tar lutidine: Lukes et al., Collect. Czech. Chem. Commun. 26, 3044 (1961).

Chemical structure

Properties

Triclinic leaflets or prisms from dilute HCl, mp 254°. Sublimes as nicotinic acid when heated above mp. Practically insol in cold water, alcohol, ether, benzene. Slightly sol in boiling water, boiling alcohol. Appreciably sol in hot, dil aq solns of mineral acids.

Derivative

Monohydrate.

Properties

Crystals from water or alcohol, dec 238°.

Derivative

Dihydrazide.

Properties

Crystals, mp 268-269°.

Use

Intermediate in the manuf of nicotinic acid.