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4-amino-5-hydroxynaphthalene-1,3-disulphonic acid

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4-amino-5-hydroxynaphthalene-1,3-disulphonic acid Basic information

Product Name:
4-amino-5-hydroxynaphthalene-1,3-disulphonic acid
Synonyms:
  • 4-amino-5-hydroxynaphthalene-1,3-disulphonic acid
  • 1-Amino-8-hydroxynaphthalene-2,4-disulfonic acid
  • 4-amino-5-hydroxynaphthalene-1,3-disulfonic acid
  • 4-Amino-5-Hydorxy-1,3-Naphthalenedisulfonic Acid
  • 1-Amino-8-naphthol-2,4-disulfonic acid
  • 4-Amino-5-hydroxy-1,3-naphthalenedisulfonic acid
  • 8-Amino-1-hydroxy-5,7-disulfonaphthalene
  • 8-Amino-5,7-disulfo-1-naphthol
CAS:
82-47-3
MF:
C10H9NO7S2
MW:
319.31
EINECS:
201-425-6
Product Categories:
  • Intermediates of Dyes and Pigments
Mol File:
82-47-3.mol
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4-amino-5-hydroxynaphthalene-1,3-disulphonic acid Chemical Properties

EPA Substance Registry System
1,3-Naphthalenedisulfonic acid, 4-amino-5-hydroxy- (82-47-3)
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4-amino-5-hydroxynaphthalene-1,3-disulphonic acid Usage And Synthesis

Chemical Properties

1-Amino-8-hydroxynaphthalene-2,4-disulfonic acid [82-47-3]. (4-amino-5-hydroxynaphthalene-1,3-disulfonic acid), Chicago acid, 2 S acid, C10H9NO7S2, Mr 319.3, and its acid sodium salt are readily soluble in water; the latter can be salted out with sodium chloride. In alkaline solution, coupling with diazo compounds takes place ortho to the hydroxyl group. Alkaline hydrolysis at 170℃ gives 1,8-dihydroxynaphthalene-2,4-disulfonic acid. Heating with dilute sulfuric acid results in desulfonation to give 1-amino-8-hydroxynaphthalene-2-sulfonic acid.

Uses

Chicago acid is used as a coupling component for C.I. Direct Blue 1, C.I. Direct Blue 22, and C.I. Direct Blue 76 (the dicopper complex of demethylated).

Production Methods

A solution of the disodium salt of naphthosultam-2,4-disulfonic acid is concentrated and mixed with potassium hydroxide liquor at 130℃. The temperature is raised to 155℃ over 20 h to complete the reaction. After being cooled and diluted with water, the melt is run into excess hydrochloric acid and the monopotassium salt is collected by filtration at 30℃ and slurry washed with recycling of the wash liquors. A yield of 87 % is obtained.

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