349-64-4

Basic information

• Product Name: 3-Amino-4-fluorobenzenesulfonic acid
• Synonyms: 3-Amino-4-fluorobenzenesulfonic acid
• CAS NO: 349-64-4
• Molecular Formula: C₆H₆FNO₃S
• Molecular Weight: 191.181
• Mol File: 349-64-4.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• Density: 1.611g/cm³
• Refractive Index: 1.604
• PKA: -1.24±0.50(Predicted)
• CAS DataBase Reference: 3-Amino-4-fluorobenzenesulfonic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Amino-4-fluorobenzenesulfonic acid(349-64-4)
• EPA Substance Registry System: 3-Amino-4-fluorobenzenesulfonic acid(349-64-4)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 349-64-4(Hazardous Substances Data)

Usage

General Description

3-Amino-4-fluorobenzenesulfonic acid is a chemical compound with the molecular formula C6H6FNO3S. It is a derivative of benzenesulfonic acid, and it contains both amino and fluoro groups. 3-Amino-4-fluorobenzenesulfonic acid is commonly used as a dye intermediate for the production of azo dyes, which are widely used in the textile and printing industries. It can also be used as a chemical intermediate in the synthesis of pharmaceuticals and agrochemicals. 3-Amino-4-fluorobenzenesulfonic acid is considered to be a hazardous substance due to its corrosive and toxic properties, and proper precautions should be taken when handling and storing it.

InChI:InChI=1/C6H6FNO3S/c7-5-2-1-4(3-6(5)8)12(9,10)11/h1-3H,8H2,(H,9,10,11)

Upstream product

• 348-54-9 2-Fluoroaniline 
• 399-31-5 N-(2-fluorophenyl)acetamide 
• 462-06-6 fluorobenzene 
• 1493-27-2 ortho-nitrofluorobenzene 

Relevant articles and documents

Syntheses of Sulfonated Derivatives of 2-Fluoroaniline

Synthesis of 4-amino-3-fluorobenzenesulfonic acid (3) was achieved in two ways: reaction of 2-fluoroaniline (1) with amidosulfonic acid and by first conventionally converting 4-nitro-3-fluoroaniline (8) to 4-nitro-3-fluorobenzenesulfonyl chloride (9) followed subsequently by hydrolysis to 3-fluoro-4-nitrobenzenesulfonic acid (10) and reduction.Hydrogenolysis of 3 gave sulfanilic acid (7).Both, sulfonation of fluorobenzene (6) to 4-fluorobenzenesulfonic acid (11) followed by nitration and sulfonation of 1-fluoro-2-nitrobenzene (12) led to 4-fluoro-3-nitrobenzenesulfonic acid (13).Reduction of 13 gave the isomeric 3-amino-4-fluorobenzenesulfonic acid (4), which was also obtained both by sulfonation of 1 and by sulfonation of o-fluoroacetanilide (14) followed by hydrolysis.Selective hydrogenolyses of 2-amino-5-bromo-3-fluorobenzenesulfonic acid (15), prepared by reaction of 4-bromo-2-fluoroaniline (16) with amidosulfonic acid, and of 4-amino-2-bromo-5-fluorobenzenesulfonic acid (20), obtained by sulfonation of 5-bromo-2-fluoroaniline (19) yielded the isomers 2-amino-3-fluorobenzenesulfonic acid (5) and 3, respectively.The fourth isomer, 3-amino-2-fluorobenzenesulfonic acid (2), was synthesized by sulfur dioxide treatment of the diazonium chloride derived from 2-fluoro-3-nitroaniline (21) to 2-fluoro-3-nitrobenzenesulfonyl chloride (22), followed by hydrolysis to 2-fluoro-3-nitrobenzenesulfonic acid (23) and final Bechamp-reduction.