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1-AMINO-2-NAPHTHALENESULFONIC ACID

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1-AMINO-2-NAPHTHALENESULFONIC ACID Basic information

Product Name:
1-AMINO-2-NAPHTHALENESULFONIC ACID
Synonyms:
  • 1-amino-2-naphthalenesulfonicaci
  • 1,2-Naphthylaminesulfonic acid
  • α-Naphthylamine-2-sulfonic acid
  • 1-azanylnaphthalene-2-sulfonic acid
  • O-NAPHTHIONIC ACID
  • ONZWNZGVZFLMNZ-UHFFFAOYSA-N
  • 1-AMINO-2-NAPHTHALENESULFONIC ACID
  • 1-NAPHTHYLAMINE-2-SULFONIC ACID
CAS:
81-06-1
MF:
C10H9NO3S
MW:
223.25
EINECS:
201-320-5
Mol File:
81-06-1.mol
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1-AMINO-2-NAPHTHALENESULFONIC ACID Chemical Properties

Density 
1.3588 (rough estimate)
refractive index 
1.6500 (estimate)
pka
pK1: 1.71 (25°C)
Water Solubility 
4.1g/L(20 ºC)
EPA Substance Registry System
2-Naphthalenesulfonic acid, 1-amino- (81-06-1)
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1-AMINO-2-NAPHTHALENESULFONIC ACID Usage And Synthesis

Chemical Properties

1-Aminonaphthalene-2-sulfonic acid [81- 06-1]. ortho-naphthionic acid, C10H9NO3S, Mr 223.24, mp 262 – 265℃ (decomp.), is sparingly soluble in cold water but dissolves in hot water to give a 3 % solution. The sodium salt is more readily soluble in water (1.7 % at 20℃ and 10 % at 100℃). The calcium salt is similarly soluble, but the barium salt is almost insoluble.

Production Methods

1-Naphthylamine can be sulfonated by heating with sulfuric acid at 180 – 185℃, but the transient intermediate naphthalene-1-sulfamic acid is best prepared from 1-aminonaphthalene-4-sulfonic acid (naphthionic acid). When sodium naphthionate is heated in a solvent such as o-dichlorobenzene or xylene at 225℃, thermal rearrangement occurs to give the 1,2-isomer in high yield.

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