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2-Amino-4,8-naphthalenedisulfonic acid

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2-Amino-4,8-naphthalenedisulfonic acid Basic information

Product Name:
2-Amino-4,8-naphthalenedisulfonic acid
Synonyms:
  • 2-Ethylamino-4,8-dinaphthalene
  • 5-Naphthalenedisulfonicacid,3-amino-1
  • acidiv
  • beta-naphthylamine-4,8-disulfonicacid
  • beta-naphthylaminedisulfonicacid
  • kyselina2-naftylamin-4,8-disulfonova
  • kyselinac
  • 2-Ethylamino-4,8-dinaphthalenedisulfonicacid
CAS:
131-27-1
MF:
C10H9NO6S2
MW:
303.31
EINECS:
205-020-5
Product Categories:
  • Intermediates of Dyes and Pigments
Mol File:
131-27-1.mol
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2-Amino-4,8-naphthalenedisulfonic acid Chemical Properties

Boiling point:
205.8°C (rough estimate)
Density 
1.6329 (rough estimate)
refractive index 
1.7330 (estimate)
storage temp. 
2-8°C
pka
-1.16±0.40(Predicted)
InChI
InChI=1S/C10H9NO6S2/c11-6-4-8-7(10(5-6)19(15,16)17)2-1-3-9(8)18(12,13)14/h1-5H,11H2,(H,12,13,14)(H,15,16,17)
InChIKey
MTJGVAJYTOXFJH-UHFFFAOYSA-N
SMILES
C1(S(O)(=O)=O)=C2C(C(S(O)(=O)=O)=CC=C2)=CC(N)=C1
CAS DataBase Reference
131-27-1(CAS DataBase Reference)
EPA Substance Registry System
1,5-Naphthalenedisulfonic acid, 3-amino- (131-27-1)
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Safety Information

Risk Statements 
36/37/38
Safety Statements 
26-36/37/39
Toxicity
rat,LD50,oral,11400mg/kg (11400mg/kg),"Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 1058, 1986.
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2-Amino-4,8-naphthalenedisulfonic acid Usage And Synthesis

Chemical Properties

2-Aminonaphthalene-4,8-disulfonic acid [131-27-1]. (3-aminonaphthalene-1,5-disulfonic acid), Cassella acid, C acid, C10H9NO6S2, Mr 303.32, and its salts are readily soluble in water. Reduction with sodium amalgam desulfonates 2-Aminonaphthalene-4,8-disulfonic acid to give 2-aminonaphthalene-8-sulfonic acid, whereas boiling with dilute sulfuric acid results in desulfonation and hydrolysis to give 2- hydroxynaphthalene-4-sulfonic acid. Alkali fusion (KOH, 215℃) produces 2-amino-4-hydroxynaphthalene-8-sulfonic acid.

Uses

2-Amino-4,8-naphthalenedisulfonic Acid is used in green preparation method of direct blended blue D 3GL.

Uses

Cassella acid is an important diazo component for yellow direct and reactive dyes.

Production Methods

The iron(II) salt of 3-nitronaphthalene-1,5-disulfonic acid (nitro-Armstrong acid) is reduced with iron in dilute acid. A claimed improvement involves isolation of nitro-Armstrong acid from the nitration products of naphthalene-1,5-disulfonic acid as the crystalline magnesium salt prior to catalytic reduction to C acid.

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