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1-Hydroxy-2-naphthoic acid

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Company Name: Shanghai Kangtuo Chemical Co., Ltd.  Gold
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1-Hydroxy-2-naphthoic acid manufacturers

1-Hydroxy-2-naphthoic acid Basic information
Product Name:1-Hydroxy-2-naphthoic acid
Synonyms:LABOTEST-BB LT00452757;RARECHEM AL BE 0359;Salmeterol Hydroxynaphthoic Acid Impurity (USP);ALPHA-HYDROXYNAPHTHOIC ACID;1-NAPHTHOL-2-CARBOXYLIC ACID;1-HYDROXY-2-NAPHTHOIC ACID;1-HYDROXY-NAPHTHALENE-2-CARBONIC ACID;1-Hydroxy-2-phthoic acid
CAS:86-48-6
MF:C11H8O3
MW:188.18
EINECS:201-674-0
Product Categories:Aromatics;Intermediates of Dyes and Pigments;bc0001
Mol File:86-48-6.mol
1-Hydroxy-2-naphthoic acid Structure
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)
Fp 150 °C
storage temp. Sealed in dry,Room Temperature
solubility alcohol: freely soluble
form Powder or Crystals
pka3.02±0.30(Predicted)
color White to slightly pink to tan
Water Solubility SOLUBLE IN HOT WATER
Merck 14,4834
BRN 974438
InChI1S/C11H8O3/c12-10-8-4-2-1-3-7(8)5-6-9(10)11(13)14/h1-6,12H,(H,13,14)
InChIKeySJJCQDRGABAVBB-UHFFFAOYSA-N
SMILESOC(=O)c1ccc2ccccc2c1O
LogP3.196 (est)
CAS DataBase Reference86-48-6(CAS DataBase Reference)
EPA Substance Registry System1-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 TSCA listed
HS Code 29182910
Storage Class11 - Combustible Solids
Hazard ClassificationsEye Irrit. 2
Skin Irrit. 2
STOT SE 3
MSDS Information
ProviderLanguage
1-Naphthol-2-carboxylic acid English
ACROS English
SigmaAldrich English
ALFA English
1-Hydroxy-2-naphthoic acid Usage And Synthesis
Chemical Propertiesbeige 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.
UsesMetabolite 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.
UsesIt is an important raw material and intermediate used in Organic Synthesis, Pharmaceuticals, Agrochemicals and Dyestuff.
DefinitionChEBI: 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.
PreparationTreatment of the dried sodium salt of 1-naphthol with carbon dioxide at 135℃ under pressure gives an 80 % yield of product.
General Description1-Hydroxy-2-naphthoic acid is produced by the transformation of phenanthrene by NCIB 9816 clones.
Purification MethodsSuccessively 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.]
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