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1-Naphthol-4-sulfonic acid

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1-Naphthol-4-sulfonic acid Basic information

Product Name:
1-Naphthol-4-sulfonic acid
Synonyms:
  • 1-Naphthalenesulfonicacid,4-hydroxy-
  • 4-hydroxy-1-naphthalenesulfonicaci
  • 4-hydroxynaphthalene-1-sulphonicacid
  • Nevileandwinther’sacid
  • N-(M-SULFOPHENYL) GAMMA ACID
  • 4-Hydroxy-1-naphthalenesulfonic acid
  • 1-NAPHTHOL-4-SULFONIC ACID
  • Nevile-Winthers acid
CAS:
84-87-7
MF:
C10H8O4S
MW:
224.23
EINECS:
201-568-4
Product Categories:
  • Intermediates of Dyes and Pigments
Mol File:
84-87-7.mol
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1-Naphthol-4-sulfonic acid Chemical Properties

Melting point:
170℃
Boiling point:
335.63°C (rough estimate)
Density 
1.4643 (rough estimate)
refractive index 
1.7040 (estimate)
pka
0.73±0.40(Predicted)
form 
solid
form 
solid
color 
white to yellow
InChI
InChI=1S/C10H8O4S/c11-9-5-6-10(15(12,13)14)8-4-2-1-3-7(8)9/h1-6,11H,(H,12,13,14)
InChIKey
HGWQOFDAUWCQDA-UHFFFAOYSA-N
SMILES
C1(S(O)(=O)=O)=C2C(C=CC=C2)=C(O)C=C1
CAS DataBase Reference
84-87-7(CAS DataBase Reference)
EPA Substance Registry System
1-Naphthalenesulfonic acid, 4-hydroxy- (84-87-7)

MSDS

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1-Naphthol-4-sulfonic acid Usage And Synthesis

Chemical Properties

Transparent flake crystal. soluble in water. 1-Hydroxynaphthalene- 4 -sulfonic acid [84-87-7]. (4-hydroxynaphthalene-1-sulfonic acid), Nevile and Winther’s acid, NW acid, C10H8O4S, Mr 224.23, and its salts are water soluble, but the sodium salt may be precipitated from solution by salting out. Coupling with diazo compounds takes place in the 2-position. Nitration yields 2,4-dinitro-1-naphthol, whereas nitrosation gives 2-nitroso-1-hydroxynaphthalene-4-sulfonic acid. Sulfonation leads to a mixture of 1-hydroxynaphthalene-2,4-di- and 2,4,7- trisulfonic acids.

Uses

1-Naphthol-4-sulfonic acid is used as an intermediate of azo dyes to prepare dyes such as direct copper blue BR and 2R, direct violet RB, acid red B and acid medium jujube red B

Preparation

After drying under vacuum, the resulting filter cake contains 1-naphthol-4-sulphonic acid in a yield of 92% of theory and <0.5% 1-naphthol-2-sulphonic acid and 3% of 1-naphthol-2,4-disulphonic acid based on the weight of 1-naphthol-4-sulphonic acid.

Synthesis

1-Naphthol-4-sulfonic acid was synthesized by addition, hydrolysis and acid precipitation of sodium 1,4-aminonaphthalene sulfonate.

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