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Naphthionic acid

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
MDL Number:
MFCD00004027
MOL File:
84-86-6.mol
MSDS File:
SDS
Last updated:2023-11-02 15:15:13

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)
EWG's Food Scores 1
FDA UNII 8ZIK65C5CD
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)  GHS hazard pictograms
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(14)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 250619 4-Amino-1-naphthalenesulfonic acid 97% 84-86-6 25g $123 2024-03-01 Buy
TCI Chemical A0344 4-Amino-1-naphthalenesulfonic Acid >98.0%(HPLC) 84-86-6 25g $89 2024-03-01 Buy
Alfa Aesar B21829 4-Aminonaphthalene-1-sulfonic acid, 98% 84-86-6 25g $80.8 2021-12-16 Buy
TRC A618335 4-Amino-1-naphthalenesulfonic acid 84-86-6 5g $105 2021-12-16 Buy
AK Scientific 5846AF Naphthionicacid 84-86-6 1g $29 2021-12-16 Buy
Product number Packaging Price Buy
250619 25g $123 Buy
A0344 25g $89 Buy
B21829 25g $80.8 Buy
A618335 5g $105 Buy
5846AF 1g $29 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

4-Amino-1-naphthalenesulfonic acid has potent therapeutic applications. Its sodium salt has been used as non-toxic hemostatic. It is also a metabolite of azo dyes.

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.

Definition

ChEBI: Naphthionic acid is an aminonaphthalenesulfonic acid.

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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View Lastest Price from Naphthionic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Naphthionic acid pictures 2023-08-18 Naphthionic acid
84-86-6
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
Naphthionic acid  pictures 2022-08-30 Naphthionic acid
84-86-6
US $1.10 / g 1g 99.00% 100 Tons Min Dideu Industries Group Limited
Naphthionic acid pictures 2021-08-26 Naphthionic acid
84-86-6
US $10.00 / KG 100KG 99% 100 mt Hebei Guanlang Biotechnology Co., Ltd.
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