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Naphthionic acid

Naphthionic acid Structure
CAS No.
84-86-6
Chemical Name:
Naphthionic acid
Synonyms
usafm-5;USAF m-5;PIRIA'S ACID;PARIA'S ACID;naphthionicaci;NAPHTHIONIC ACID;P-NAPHTHIONIC ACID;kyselinanafthionova;1,4-naphthionicacid;Kyselina nafthionova
CBNumber:
CB6130464
Molecular Formula:
C10H9NO3S
Molecular Weight:
223.25
MOL File:
84-86-6.mol
MSDS File:
SDS
Modify Date:
2024/8/15 19:00:21

Naphthionic acid Properties

Melting point ≥300 °C(lit.)
Boiling point 220°C (rough estimate)
Density 1.67
refractive index 1.5250 (estimate)
storage temp. Store below +30°C.
solubility Sparingly soluble in dichloromethane. Soluble in aqueous base.
pka pK1: 2.81 (25°C)
form powder to crystal
color White to Light yellow to Light red
Water Solubility 309.9mg/L(20 ºC)
Merck 14,6403
BRN 1971299
CAS DataBase Reference 84-86-6(CAS DataBase Reference)
NIST Chemistry Reference 4-Amino-1-naphthalene sulfonic acid(84-86-6)
EPA Substance Registry System 4-Amino-1-naphthalenesulfonic acid (84-86-6)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS05
Signal word  Danger
Hazard statements  H314
Precautionary statements  P260-P280-P303+P361+P353-P305+P351+P338
Hazard Codes  C
Risk Statements  34-22
Safety Statements  26-36/37/39-45-25
RIDADR  UN 2585 8/PG 3
WGK Germany  3
RTECS  QK1270000
TSCA  Yes
HazardClass  8
PackingGroup  III
HS Code  29214500
NFPA 704
0
3 0

Naphthionic acid price More Price(2)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 250619 4-Amino-1-naphthalenesulfonic acid 97% 84-86-6 25G ₹2749.55 2022-06-14 Buy
TCI Chemicals (India) A0344 4-Amino-1-naphthalenesulfonic Acid 84-86-6 25G ₹7100 2022-05-26 Buy
Product number Packaging Price Buy
250619 25G ₹2749.55 Buy
A0344 25G ₹7100 Buy

Naphthionic acid Chemical Properties,Uses,Production

Chemical Properties

?slightly greyish to beige powder and granules. 1-Aminonaphthalene- 4 -sulfonic acid [84- 86-6]. (4-aminonaphthalene-1-sulfonic acid), naphthionic acid, Piria’s acid, C10H9NO3S, Mr 223.24, is sparingly soluble in water (0.25 % at 100℃), but the sodium, potassium, calcium, and barium salts are all readily soluble. Chlorination of 1-Aminonaphthalene- 4 -sulfonic acid with copper(II) chloride produces 4-chloro-1-aminonaphthalene, whereas the action of chlorine on an aqueous sulfuric acid solution gives 2,3-dichloro-1,4-naphthoquinone. High-temperature bromination gives 2,4- dibromo-1-aminonaphthalene, whereas vigorous nitration yields 2,4-dinitro-1-hydroxynaphthalene. Sulfonation with 25 % oleum gives 1-aminonaphthalene-4,6- and 4,7-disulfonic acids, whereas prolonged heating with sulfuric acid at 130℃ leads to 1-aminonaphthalene-5- and 6- sulfonic acids. Hydrolysis of the 1-amino group to give 1-hydroxynaphthalene-4-sulfonic acid is best achieved by a reverse-Bucherer reaction but also results from prolonged heating with 50 % sodium hydroxide.

Uses

Intermediate for azo dyes, e.g., Congo red. Naphthionic acid is used as an intermediate in the production of 1-hydroxynaphthalene-4-sulfonic acid, 1-aminonaphthalene-2-sulfonic acid, and 1-aminonaphthalene-4,6- and 4,7-disulfonic acids. Use as a diazo component has been previously described, e.g., C.I. Food Red 3, C.I. Food Red 7, C.I. Food Red 9, and C.I. Acid Red 25.

Production Methods

Naphthionic acid was first prepared by PIRIA by heating 1-nitronaphthalene with ammonium sulfite; however, the formation of 1-aminonaphthalene-2,4-disulfonic acid and other byproducts makes this route unattractive for large-scale production. Although it can also be prepared by direct sulfonation of 1-naphthylamine, it is more conveniently produced by a solvent-bake process. 1-Naphthylamine is dissolved in o-dichlorobenzene and H2SO4 (molar ratio 1 : 1) added to form a suspension of the sulfate. After being heated gradually to 180℃, the reaction is completed by maintaining this temperature until all the water of reaction has been distilled off with solvent recycle. The product is extracted from the final mixture by addition to aqueous sodium carbonate solution. After separation, the aqueous layer is steam distilled to remove residual solvent, and the product is salted out, filtered, and washed with brine to give sodium naphthionate as a paste in 90 % yield.

General Description

4-Amino-1-naphthalenesulfonic acid is a diazo compound. It is also known as Piria′s acid.

Purification Methods

It crystallises from H2O as needles of the 0.5 hydrate. Salt solutions fluoresce strongly blue. The S-benzylisothiuronium salt has m 195o (from aqueous EtOH). [Beilstein 14 IV 2793.]

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4-AMINO-1-NAPHTHALENESULPHONICACID 1-Naphthylamine-4-sulfonic acid, Naphthionic acid 4-Amino-1-naphthalenesulfonic acid,98% 4-Aminonaphthalene-1-sulfonic acid for synthesis alpha-naphthylamine-p-sulfonicacid Kyselina 1-naftylamin-4-sulfonova Kyselina nafthionova kyselina1-naftylamin-4-sulfonova kyselinanafthionova USAF m-5 usafm-5 PIRIA'S ACID P-NAPHTHIONIC ACID p-Aminonaphthalene sulfonic acid PARIA'S ACID NAPHTHIONIC ACID 4-Amino-1-nophthalenesulfonic acid 4-AMINO-1-NAPHTHALENESULFONIC ACID 4-AMINONAPHTHALENE-1-SULFONIC ACID 4-AMINONAPHTHALENE-1-SULPHONIC ACID ALPHA-NAPHTHYLAMINE-4-SULFONIC ACID Naphthionic Acid 1-Naphthylamine-4-sulfonic Acid 1-NAPHTHYLAMINE-4-SULFONIC ACID 1-AMINO-4-NAPHTHALENESULFONIC ACID 1-AMINO-4-SULFONAPHTHALENE 1-AMINONAPHTHALENE-4-SULPHONIC ACID 1-Aminonaphthalene-4-sulfonic acid 1-aminonaphthalene-4-sulfonicacid 1-Naphthalenesulfonic acid, 4-amino- 1-Napthylamine-4-sulfonic acid 4-amino-1-naphthalenesulfonicaci 1,4-Naphthionic acid 1,4-naphthionicacid alpha-Naphthylamine-p-sulfonic acid Dye intermediates Naphthionic acid 4-Amino-1-naphthalenesulfonic Acid > 4-AMINONAPHTHALENE-1-SULFONIC ACID FOR S naphthionicaci Naphthionic acid ISO 9001:2015 REACH 84-86-6 Naphthionic acid 1-NAPHTHYLAMINE-4-SULPHONIC ACID 84-86-6 C10H9NO3S Organic Building Blocks Sulfonic/Sulfinic Acids Sulfur Compounds Building Blocks Intermediates of Dyes and Pigments Building Blocks Chemical Synthesis Organic Building Blocks Sulfonic/Sulfinic Acids Sulfur Compounds