1-Hydroxy-2-naphthoic acid Chemical Properties

Melting point:

195-200 °C (dec.) (lit.)

Boiling point:

283.17°C (rough estimate)

Density 

1.2100 (rough estimate)

refractive index 

1.6310 (estimate)

Flash point:

150 °C

storage temp. 

Sealed in dry,Room Temperature

solubility 

alcohol: freely soluble

form 

Powder or Crystals

pka

3.02±0.30(Predicted)

color 

White to slightly pink to tan

Water Solubility 

SOLUBLE IN HOT WATER

Merck 

14,4834

BRN 

974438

InChIKey

SJJCQDRGABAVBB-UHFFFAOYSA-N

LogP

3.196 (est)

CAS DataBase Reference

86-48-6(CAS DataBase Reference)

EPA Substance Registry System

1-Hydroxy-2-naphthoic acid (86-48-6)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36-37/39-37

WGK Germany 

3

TSCA 

Yes

HS Code 

29182910

MSDS

• Language:English Provider:1-Naphthol-2-carboxylic acid
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

1-Hydroxy-2-naphthoic acid Usage And Synthesis

Chemical Properties

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.

Uses

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.

Uses

It is an important raw material and intermediate used in Organic Synthesis, Pharmaceuticals, Agrochemicals and Dyestuff.

Definition

ChEBI: 1-hydroxy-2-naphthoic acid is a naphthoic acid with the carboxy group at position 2 and carrying a hydroxy substituent at the 1-position. It is a xenobiotic metabolite produced by the biodegradation of phenanthrene by microorganisms. It has a role as a bacterial xenobiotic metabolite and a fungal xenobiotic metabolite. It is a naphthoic acid, a member of naphthols and a hydroxy monocarboxylic acid. It is functionally related to a 2-naphthoic acid. It is a conjugate acid of a 1-hydroxy-2-naphthoate.

Preparation

Treatment of the dried sodium salt of 1-naphthol with carbon dioxide at 135℃ under pressure gives an 80 % yield of product.

General Description

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

Purification Methods

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.]

1-Hydroxy-2-naphthoic acid(86-48-6)Related Product Information

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