6381. 1-Naphthoic Acid

Nomenclature

CAS number: 86-55-5
1-Naphthalenecarboxylic acid; α-naphthoic acid.
C11H8O2; mol wt 172.18.
C 76.73%, H 4.68%, O 18.58%.

Description and references

Prepn from α-bromonaphthalene by Grignard reaction: Gilman et al., Org. Synth. coll. vol. II, 425 (1943); from 4-aminonaphthalenesulfonic acid by Sandmeyer reaction: Bassilios, Bull. Soc. Chim. Fr. 1950, 757; from β-nitronaphthalene by von Richter reaction: Bunnett, Rauhut, J. Org. Chem. 21, 934, 944 (1956); by oxidation of 1-methylnaphthalene: Aries, US 2930802 (1960); Barker, US 2963508 (1960 to Mid-Century).

Chemical structure

Properties

Crystals from hot toluene, mp 160.5-162°. bp 300°. uv max (ethanol): 293 nm (log εm 3.9). Slightly sol in hot water; freely sol in hot alcohol, ether.

Caution

Moderately irritating to skin, mucous membranes.