21397-11-5

Basic information

• Product Name: 2-fluoro-3-nitroaniline
• Synonyms: 2-fluoro-3-nitroaniline;2-Fluoro-3-nitrobenzenamine
• CAS NO: 21397-11-5
• Molecular Formula: C₆H₅FN₂O₂
• Molecular Weight: 156.1145032
• EINECS: 244-367-7
• Mol File: 21397-11-5.mol
• Article Data: 2

Chemical Properties

• Melting Point: 114-115 °C(Solv: benzene (71-43-2))
• Boiling Point: 305.7°Cat760mmHg
• Flash Point: 138.7°C
• Appearance: /
• Density: 1.448g/cm³
• Vapor Pressure: 0.000807mmHg at 25°C
• Refractive Index: 1.603
• PKA: 1.06±0.10(Predicted)
• CAS DataBase Reference: 2-fluoro-3-nitroaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-fluoro-3-nitroaniline(21397-11-5)
• EPA Substance Registry System: 2-fluoro-3-nitroaniline(21397-11-5)

Safety Data

• Hazardous Substances Data: 21397-11-5(Hazardous Substances Data)

Usage

General Description

2-fluoro-3-nitroaniline is a chemical compound with the molecular formula C6H5FN2O2. It is an organic compound that is commonly used in the synthesis of pharmaceuticals and agricultural chemicals. The compound is a pale yellow solid and is soluble in organic solvents. It is also a nitroaniline derivative, which means it is an organic compound that contains both a nitro group and an aniline derivative. The compound is known for its use as a precursor in the synthesis of various pharmaceuticals and pesticides, as well as in the production of dyes and pigments. However, it is important to handle this compound with care as it is toxic and can cause skin and eye irritation.

InChI:InChI=1/C6H5FN2O2/c7-6-4(8)2-1-3-5(6)9(10)11/h1-3H,8H2

Upstream product

• 462-06-6 fluorobenzene 
• 573-55-7 2-fluoro-1,3-dinitrobenzene 

Downstream Products

• 1018895-14-1 N-(2-fluoro-3-nitrophenyl)-1-methylpiperidine-3-carboxamide 
• 521074-19-1 N-(2-fluoro-3-nitrophenyl)acetamide 
• 67692-88-0 1-(3-amino-4-nitrophenyl)piperazine hydrofluoride 
• 1013117-00-4 dimethyl N-(2-fluoro-3-nitrophenyl)aminofumarate 
• 86156-97-0 2-fluoro-3-nitrobenzenesulfonyl chloride 
• 1314129-13-9 N-(2-fluoro-3-nitrophenyl)-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide 
• 1374631-73-8 tert-butyl (3-amino-2-fluorophenyl)carbamate 
• 1374631-71-6 C₄₄H₄₉F₃N₆O₈ 
• 1374631-70-5 C₃₄H₃₈F₂N₄O₇ 
• 1374631-72-7 tert-butyl (2-fluoro-3-nitrophenyl)carbamate 
• 521071-17-0 4-bromo-N-[8-fluoro-3-(1-pyrrolidinylmethyl)-7-quinolinyl]benzamide 

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.