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6-Hydroxy-1-naphthoic acid

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6-Hydroxy-1-naphthoic acid Basic information
Preparation Application
Product Name:6-Hydroxy-1-naphthoic acid
Synonyms:6-HYDROXY-1-NAPHTHOIC ACID;2-NAPHTHOL-5-CARBOXYLIC ACID;OHNA;6-HYDROXY-1-NAPHTHOIC ACID 95+%;6-Hydroxy-1-naphthalenecarboxylic acid;6-Hydroxynaphthoic acid;6-hydroxynaphthalene-1-carboxylic acid;6-Hydroxy-1-naphthoicAcid>
CAS:2437-17-4
MF:C11H8O3
MW:188.18
EINECS:407-390-5
Product Categories:Naphthalene derivatives;2437-17-4
Mol File:2437-17-4.mol
6-Hydroxy-1-naphthoic acid Structure
6-Hydroxy-1-naphthoic acid Chemical Properties
Melting point 210°C
Boiling point 445.7±18.0 °C(Predicted)
density 1.399±0.06 g/cm3(Predicted)
storage temp. Inert atmosphere,Room Temperature
solubility soluble in Methanol
form powder to crystal
pka3.76±0.10(Predicted)
color White to Brown
InChIInChI=1S/C11H8O3/c12-8-4-5-9-7(6-8)2-1-3-10(9)11(13)14/h1-6,12H,(H,13,14)
InChIKeyJCJUKCIXTRWAQY-UHFFFAOYSA-N
SMILESC1(C(O)=O)=C2C(C=C(O)C=C2)=CC=C1
CAS DataBase Reference2437-17-4(CAS DataBase Reference)
Safety Information
Hazard Codes Xn
Risk Statements 36/37/38-51-36-22
Safety Statements 26-36/37/39
HS Code 29182900
MSDS Information
6-Hydroxy-1-naphthoic acid Usage And Synthesis
PreparationPreparation of 6-hydroxy-1-naphthoic acid: In a 250ml four-necked flask, add 20g of furoic acid, 19.3g of anisole, and 100ml of chlorobenzene, and stir to mix; heat in an oil bath to an internal temperature of 35-40℃, and slowly add 55.9g of anhydrous aluminum trichloride; after the addition is complete, stir and react at 75-80℃ for about 24 hours; cool down, concentrate under reduced pressure to distill off the chlorobenzene; after distillation is complete, cool to room temperature, and add 60ml of [unspecified substance] to the reaction flask. N,N-Dimethylformamide was stirred and mixed. Then, 32.1 g of anhydrous aluminum trichloride was slowly added in portions at room temperature. After the addition was complete, the mixture was heated in an oil bath to an internal temperature of 135°C and maintained at this temperature for 6 hours. The mixture was then cooled to room temperature with ambient water. The reaction solution was slowly added to a dilute hydrochloric acid solution for hydrolysis. The mixture was extracted several times with ethyl acetate, and the ethyl acetate extracts were combined, washed with water, and the pH was adjusted to weakly acidic. The organic layer was concentrated under reduced pressure, and the ethyl acetate was recovered. The residue was decolorized and recrystallized from dilute alcohol and water to give 14.6 g of 6-hydroxy-1-naphthoic acid powder in gray to pale yellow form. Yield: 43.5%, melting point: 204.5–208.7°C, purity: 98.5%.
Application6-Hydroxy-1-naphthoic acid can be used as an organic synthesis intermediate and a pharmaceutical intermediate, mainly in laboratory research and development processes and chemical production processes.
Chemical PropertiesWhite to light yellow crystal powder. 6-Hydroxy-1-naphthoic acid [2437-17-4], mp 213℃, is produced by hydrolysis (10 % KOH) and potassium hydroxide fusion (260℃) of 1-cyanonaphthalene-6-sulfonic acid (from 1- aminonaphthalene-6-sulfonic acid and cyanoSandmeyer reaction).
6-Hydroxy-1-naphthoic acid Preparation Products And Raw materials
Raw materialsAcetic acid-->Aluminum chloride-->Hydrogen bromide-->Anisole-->2-Furoic acid-->6-Methoxy-1-naphthoic acid
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