Synthesis of 4,4′-bi-1-naphthol

Preparation of 4,4′-bi-1-naphthol

Alternative Names: 4,4′-Bi-1-naphthol; [1,1′-Binaphthalene]-4,4′-diol; SBB040071; 1446-34-0; 4-(4-hydroxynaphthyl)naphthol; 4-(4-hydroxynaphthalen-1-yl)naphthalen-1-ol;

Preparation of 4,4'-bi-1-naphthol

Preparation of 4,4′-bi-1-naphthol

10 g of 1-naphthol are dissolved in the minimum quantity of boiling water (a solution of 1-naphthol in very dilute alcohol can also be used in the preparation), and iron(III) chloride (ferric chloride) solution is gradually added on cooling, until the precipitate formed is a bright reddish-violet. The latter is filtered off, and is boiled once with water, and twice with benzene. The residue is recrystallized from alcohol. Yield 35-40% theoretical (74 g). Shining rhombic crystals; insoluble in water; soluble in alcohol and ether; slightly soluble in chloroform and benzene; m.p. 300° C.

Systematic organic chemistry, by W. M. Cumming, 78, 1937.

IUPAC Name

4-(4-hydroxynaphthalen-1-yl)naphthalen-1-ol

InChI

InChI=1S/C20H14O2/c21-19-11-9-15(13-5-1-3-7-17(13)19)16-10-12-20(22)18-8-4-2-6-14(16)18/h1-12,21-22H

InChI Key

VSFRAZDVMIDFOM-UHFFFAOYSA-N

Canonical SMILES

C1=CC=C2C(=C1)C(=CC=C2O)C3=CC=C(C4=CC=CC=C43)O

Depositor-Supplied Synonyms

4,4′-Bi-1-naphthol, [1,1′-Binaphthalene]-4,4′-diol, SBB040071, 1446-34-0, 4-(4-hydroxynaphthyl)naphthol, 4-(4-hydroxynaphthalen-1-yl)naphthalen-1-ol, 4,4′-Bi[1-naphthol], AC1L9XV9, AC1Q78TN, SCHEMBL442916, CTK0H5928, VSFRAZDVMIDFOM-UHFFFAOYSA-N, ZINC1507535, ZINC01507535, AKOS000271201, OR187788, 4-(4-hydroxy-1-naphthyl)naphthalen-1-ol, ST50177684

Removed Synonyms

Dinaphthol, AIDS017779, CID458146

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