1,8-Naphthalenediol

Chemical Properties

1,8-Naphthalenediol [569-42-6], mp 144℃, is produced by caustic fusion of naphthosultone or naphthosultam, and by acid desulfonation of 1,8-dihydroxynaphthalene-4-sulfonic acid. It is oxidized to juglone by chromium(VI) oxide; gives a dark green color with iron(III) chloride; undergoes amination at 300℃ to give 1,8-naphthalenediamine; and couples with diazotized anilines in the 4- position.

Uses

1,8-Dihydroxynaphthalene (DHN) can be used as:

• An intermediate in the preparation of benzo analogs of spiromamakone A.
• A starting material to synthesize naphthopyran derivatives.
• An intermediate in the total synthesis of palmarumycin CP17 analogs.

Definition

ChEBI: Naphthalene-1,8-diol is a member of the class of naphthalenediols that is naphthalene in which the hydrogens at positions 1 and 8 are replaced by hydroxy groups. It has a role as a fungal metabolite.