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5-Amino-1-naphthalenesulfonic acid

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5-Amino-1-naphthalenesulfonic acid Basic information

Product Name:
5-Amino-1-naphthalenesulfonic acid
Synonyms:
  • 5-amino-1-naphthalenesulfonicaci
  • 1-NAPHTHYLAMINE-5-SULFONICACID(LAURENT''SACID)
  • Laurens Acid
  • Laurents acid~1-Naphthylamine-5-sulphonic acid
  • 1-Amino-5-naphthalenesulfonic acid
  • 1-Aminonaphtalene-5-sulfonic acid, 97%+
  • 5-Aminonaphthalene-1-sulfonic acid, tech. 90%
  • Laurent's Acid 1-Naphthylamine-5-sulfonic Acid
CAS:
84-89-9
MF:
C10H9NO3S
MW:
223.25
EINECS:
201-571-0
Product Categories:
  • Intermediates of Dyes and Pigments
Mol File:
84-89-9.mol
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5-Amino-1-naphthalenesulfonic acid Chemical Properties

Melting point:
>300°C
Boiling point:
220°C (rough estimate)
Density 
1.3588 (rough estimate)
refractive index 
1.6500 (estimate)
solubility 
Aqueous Base (Slightly), DMSO (Slightly)
pka
pK1: 3.69 (25°C)
form 
powder to crystal
color 
Purple to Dark purple to Dark red
Water Solubility 
Soluble in hot water.
Merck 
14,6404
BRN 
2214149
CAS DataBase Reference
84-89-9(CAS DataBase Reference)
EPA Substance Registry System
1-Naphthalenesulfonic acid, 5-amino- (84-89-9)
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Safety Information

Hazard Codes 
C
Risk Statements 
20/21/22-34
Safety Statements 
26-36/37/39-45
RIDADR 
UN 2585 8/PG 3
WGK Germany 
3
RTECS 
QK1270500
TSCA 
Yes
HS Code 
2921.45.2000
HazardClass 
8
PackingGroup 
III

MSDS

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5-Amino-1-naphthalenesulfonic acid Usage And Synthesis

Chemical Properties

?1-Aminonaphthalene-5-sulfonic acid [84- 89-9]. (5-aminonaphthalene-1-sulfonic acid), Laurent’s acid, L acid, Purpurin acid, C10H9NO3S, Mr 223.24, crystallizes from hot water as needles of the monohydrate. The alkalimetal salts are all readily soluble in water. Bromination yields the 2,4-dibromo derivative, vigorous nitration gives 2,4-dinitro-1- hydroxynaphthalene, and sulfonation results in 1-aminonaphthalene-2,5,7-trisulfonic acid. 1- Hydroxynaphthalene-5-sulfonic acid is obtained by heating 104 with aqueous bisulfite (reverseBucherer reaction) or via the diazo compound. Caustic fusion produces 5-amino-1-hydroxynaphthalene. Coupling with diazo compounds takes place in the 2-position.

Uses

Intermediate of dyestuff

Uses

5-Aminonaphthalene-1-sulfonic acid is an deriva- tizing agents in the precolumn derivatization of some chiral phenoxy acid. Cu(II) based on a dansyl derivative was synthesized with 29.2% overall yield by a seven-step synthetic procedure from the readily available starting material 5-aminonaphthalene-1-sulfonic acid.

Definition

ChEBI: 5-Amino-1-naphthalenesulfonic acid is a naphthalenesulfonic acid.

Production Methods

Laurent’s acid is coproduced with Peri acid as the minor component of a 5:2 isolated product ratio.

Purification Methods

Crystallise the acid under nitrogen from boiling water and dry it in a steam oven [Bryson Trans Faraday Soc 47 522, 527 1951]. [Beilstein 14 IV 2800.]

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