4-Hydrazinobenzenesulfonic acid Chemical Properties

Melting point:

285°C

Boiling point:

500°C (estimate)

Density 

1.366 (estimate)

refractive index 

1.6490 (estimate)

storage temp. 

Refrigerator, Under Inert Atmosphere

solubility 

DMSO (Slightly), Water (Slightly)

form 

solid

pka

-0.66±0.50(Predicted)

color 

Off-White to Pale Beige

Water Solubility 

It is soluble in water.

Sensitive 

Hygroscopic

Merck 

4773

InChI

InChI=1S/C6H8N2O3S/c7-8-5-1-3-6(4-2-5)12(9,10)11/h1-4,8H,7H2,(H,9,10,11)

InChIKey

IOMZCWUHFGMSEJ-UHFFFAOYSA-N

SMILES

C1(S(O)(=O)=O)=CC=C(NN)C=C1

CAS DataBase Reference

98-71-5(CAS DataBase Reference)

EPA Substance Registry System

Benzenesulfonic acid, 4-hydrazino- (98-71-5)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39-60-37

RIDADR 

2585

RTECS 

DB6900000

Hazard Note 

Irritant

TSCA 

Yes

HS Code 

29280000

MSDS

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4-Hydrazinobenzenesulfonic acid Usage And Synthesis

Chemical Properties

4-Hydrazinobenzenesulfonic acid forms white to light yellow crystalline powder. Its melting point is 286°C. It dissolves readily in boiling water but is only sparingly soluble in water at room temperature. It is also slightly soluble in ethanol and diethyl ether.

Uses

4-Hydrazinobenzenesulfonic Acid is used as an intermediate to manufacture pharmaceuticals, dyes and other organic synthesis. They have active applications in organic synthesis for agrochemicals, pharmaceuticals, photographic, heat stabilizers, polymerization catalysts, flame-retardants, blowing agents for plastics, explosives, and dyes.

Application

Hemihydrate of 4-Hydrazinobenzenesulfonic Acid is used in analytical experiments to determine trace components of mixtures. Also used in the synthesis of inhibitors of coxsackievirus B3 replication. Tartrazine (T007700) analog.

Preparation

Synthesis of 4-Hydrazinobenzenesulfonic acid: Sodium 4-aminobenzenesulfonate was used as the starting material. It was mixed with water and 30% hydrochloric acid, and the mixture was cooled to 2°C. A sodium nitrite solution was then added dropwise at 0–5°C to achieve diazotization. The resulting diazonium salt solution was transferred into a mixture of sodium hydroxide solution and sodium metabisulfite, maintaining the feed temperature at 80–85°C and the pH between 6.2 and 6.7. After the addition was complete, the reaction mixture was stirred for an additional 1.5 hours. Subsequently, zinc powder and diatomaceous earth were added. The mixture was stirred and then filtered. The filtered reaction product was finally treated with acid to afford 4-hydrazinobenzenesulfonic acid.

4-Hydrazinobenzenesulfonic acid(98-71-5)Related Product Information

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