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Naphthionic acid

Product Name
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
Formula Weight
223.25
MOL File
84-86-6.mol
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Naphthionic acid Property

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)
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Safety

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H314Causes severe skin burns and eye damage

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
250619
Product name
4-Amino-1-naphthalenesulfonic acid
Purity
97%
Packaging
25g
Price
$123
Updated
2024/03/01
TCI Chemical
Product number
A0344
Product name
4-Amino-1-naphthalenesulfonic Acid
Purity
>98.0%(HPLC)
Packaging
25g
Price
$89
Updated
2024/03/01
Alfa Aesar
Product number
B21829
Product name
4-Aminonaphthalene-1-sulfonic acid, 98%
Packaging
25g
Price
$80.8
Updated
2021/12/16
TRC
Product number
A618335
Product name
4-Amino-1-naphthalenesulfonic acid
Packaging
5g
Price
$105
Updated
2021/12/16
AK Scientific
Product number
5846AF
Product name
Naphthionicacid
Packaging
1g
Price
$29
Updated
2021/12/16
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Naphthionic acid Chemical Properties,Usage,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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Naphthionic acid Suppliers

Merck Millipore
Tel
--
Fax
--
Email
ccc@merckgroup.com
Country
Germany
ProdList
2010
Advantage
58
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View Lastest Price from Naphthionic acid manufacturers

Hebei Mojin Biotechnology Co., Ltd
Product
Naphthionic acid 84-86-6
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-08-18
Hebei Guanlang Biotechnology Co., Ltd.
Product
Naphthionic acid 84-86-6
Price
US $10.00/KG
Min. Order
100KG
Purity
99%
Supply Ability
100 mt
Release date
2021-08-25
Shaanxi Dideu Medichem Co. Ltd
Product
4-Amino-1-naphthalenesulfonic Acid 84-86-6
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99.0%+
Supply Ability
100 tons
Release date
2019-12-30

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