4-Aminonaphthalin-1-sulfonsure

Bezeichnung:4-Aminonaphthalin-1-sulfonsure

CAS-Nr84-86-6

Englisch Name:Naphthionic acid

CBNumberCB6130464

SummenformelC10H9NO3S

Molgewicht223.25

MOL-Datei84-86-6.mol

Synonyma

4-Aminonaphthalin-1-sulfonsure

4-Aminonaphthalin-1-sulfonsure physikalisch-chemischer Eigenschaften

Schmelzpunkt	≥300 °C(lit.)
Siedepunkt	220°C (rough estimate)
Dichte	1.67
Brechungsindex	1.5250 (estimate)
storage temp.	Store below +30°C.
Löslichkeit	Sparingly soluble in dichloromethane. Soluble in aqueous base.
pka	pK1: 2.81 (25°C)
Aggregatzustand	powder to crystal
Farbe	White to Light yellow to Light red
Wasserlöslichkeit	309.9mg/L(20 ºC)
Merck	14,6403
BRN	1971299
CAS Datenbank	84-86-6(CAS DataBase Reference)
NIST chemische Informationen	4-Amino-1-naphthalene sulfonic acid(84-86-6)
EPA chemische Informationen	4-Amino-1-naphthalenesulfonic acid (84-86-6)

Sicherheit

Kennzeichnung gefährlicher	C
R-Sätze:	34-22
S-Sätze:	26-36/37/39-45-25
RIDADR	UN 2585 8/PG 3
WGK Germany	3
RTECS-Nr.	QK1270000
TSCA	Yes
HazardClass	8
PackingGroup	III
HS Code	29214500

Gefahreninformationscode (GHS)

Naphthionic acid Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R34:Verursacht Verätzungen.
R22:Gesundheitsschädlich beim Verschlucken.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
S25:Berührung mit den Augen vermeiden.
Chemische Eigenschaften
?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.
Verwenden
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.
Verwenden
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.
Vorbereitung Methode
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.
Definition
ChEBI: Naphthionic acid is an aminonaphthalenesulfonic acid.
Allgemeine Beschreibung
4-Amino-1-naphthalenesulfonic acid is a diazo compound. It is also known as Piria′s acid.
läuterung methode
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.]

Naphthionic acid Upstream-Materialien And Downstream Produkte

4-Aminonaphthalin-1-sulfonsure Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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