1-ヒドロキシ-2-ナフトエ酸

外観

白色〜褐色, 粒状〜粉末又は顆粒

溶解性

エタノール及びアセトンに溶け、水にほとんど溶けない。

用途

有機合成原料。

化学的特性

beige to brown-grey powder. 1-Hydroxy-2-naphthoic acid [86-48-6], C11H8O3, Mr 188.17, mp 200℃, is only sparingly soluble in hot water but readily soluble in alkali and ethanol. It couples with diazo compounds in the 4-position and, with excess, in the 4,7-positions. It is sulfonated by oleum to give the 4-sulfonic and then the 4,7-disulfonic acids. Halogenation occurs in the 4-position, and nitrosation gives 2-nitroso-1-naphthol.

使用

Metabolite from phenanthrene degradation. 1-Hydroxy-2-naphthoic acid is used as an intermediate for azo and triphenylmethane dyes and, more recently, for color-film dyes.

一般的な説明

1-Hydroxy-2-naphthoic acid is produced by the transformation of phenanthrene by NCIB 9816 clones.

純化方法

Successively crystallise the acid from EtOH/water, diethyl ether and acetonitrile, with filtration through a column of charcoal and Celite. [Tong & Glesmann J Am Chem Soc 79 583 1957, Beilstein 10 H 331, 10 IV 1194.]