6382. 2-Naphthoic Acid

Nomenclature

CAS number: 93-09-4
2-Naphthalenecarboxylic acid; β-naphthoic acid; isonaphthoic acid.
C11H8O2; mol wt 172.18.
C 76.73%, H 4.68%, O 18.58%.

Description and references

Prepn from β-acetylnaphthalene + NaOCl: Newman, Holmes, Org. Synth. coll. vol. II, 428 (1943); from naphthalene + octylsodium: Morton et al., J. Am. Chem. Soc. 64, 2250 (1942); from 2-aminonaphthalenesulfonic acid by Sandmeyer reaction: Wahl, Bassilios, Bull. Soc. Chim. Fr. 1947, 482; by carboxylation of naphthalene: Prichard, US 2729673 (1956 to du Pont).

Chemical structure

Properties

Crystals from 95% alcohol, mp 184-185°. bp >300°. uv max (ethanol): 235, 280, 335 nm (log εm 4.7, 3.8, 3.1). Slightly sol in hot water; sol in alcohol, ether.

Caution

Moderately irritating to skin, mucous membranes.