7-amino-4-hydroxynaphthalene-2-sulfonic acid

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Structural formula
Structural formula of I-acid
General
Surname 7-amino-4-hydroxynaphthalene-2-sulfonic acid
other names
  • I-acid
  • J-acid
  • 7-amino-4-hydroxy-2-naphthalenesulfonic acid
  • Aminonaphtholsulfonic Acid J.
  • Iso-γ-acid
Molecular formula C 10 H 9 NO 4 S
Brief description

beige powder

External identifiers / databases
CAS number 87-02-5
EC number 201-718-9
ECHA InfoCard 100.001.563
PubChem 6868
Wikidata Q259271
properties
Molar mass 239.25 g mol −1
Physical state

firmly

Melting point

180–200 ° C (decomposition)

solubility

poor in water (0.5 g l −1 at 20 ° C)

safety instructions
GHS labeling of hazardous substances
no GHS pictograms
H and P phrases H: no H-phrases
P: no P-phrases
Toxicological data

11500 mg kg −1 ( LD 50 ,  rat ,  oral )

As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

7-Amino-4-hydroxy-2-naphthalenesulfonic acid is one of the aminohydroxynaphthalenesulfonic acids which are important as industrial intermediates for the synthesis of organic, water-soluble dyes .

It has various trivial names , for example I-acid (short for iso-γ-acid) or J-acid (after Paul Julius (1862–1931), director of BASF AG ) and is therefore one of the so-called letter acids .

Extraction and presentation

7-Amino-4-hydroxy-2-naphthalenesulfonic acid can be prepared by alkaline hydrolysis of 2-aminonaphthalene-5,7-disulfonic acid .

use

7-Amino-4-hydroxy-2-naphthalenesulfonic acid is a widely used coupling component in the manufacture of azo dyes . It is important for the production of scarlet-red (monoazo) and red-brown (bisazo) dyes.

Individual evidence

  1. ↑ a b c Data sheet 7-Amino-4-hydroxy-2-naphthalenesulfonic acid from Sigma-Aldrich , accessed on May 15, 2017 ( PDF ).
  2. ↑ a b c d Toxicological assessment of 7-amino-4-hydroxy-2-naphthalenesulfonic acid (PDF) from the professional association raw materials and chemical industry (BG RCI), accessed on August 22, 2012.
  3. ↑ Entry on 7-amino-4-hydroxynaphthalene-2-sulfonic acid in the GESTIS substance database of the IFA , accessed on April 28, 2017(JavaScript required) .
  4. ^ Louis Fieser, Mary Fieser: Organische Chemie , Verlag Chemie Weinheim, 2nd edition, 1972, p. 1100, ISBN 3-527-25075-1 .