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

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

Uses

Used in Pharmaceutical Industry:
2-fluoro-3-nitroaniline is used as a precursor in the synthesis of various pharmaceuticals for its ability to contribute to the development of new drugs with specific therapeutic properties.
Used in Agricultural Chemicals Industry:
In the agricultural sector, 2-fluoro-3-nitroaniline serves as a starting material for the production of pesticides, helping to create compounds that protect crops from pests and diseases.
Used in Dyes and Pigments Industry:
2-fluoro-3-nitroaniline is utilized as a chemical intermediate in the manufacturing process of dyes and pigments, contributing to the coloration and stability of these products in various applications.

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

• 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 
• 521074-20-4 N-(3-amino-2-fluorophenyl)acetamide 
• 521071-20-5 4'-fluoro-N-[8-fluoro-3-(1-pyrrolidinylmethyl)-7-quinolinyl]-[1,1'-biphenyl]-4-carboxamide 
• 1013117-00-4 dimethyl N-(2-fluoro-3-nitrophenyl)aminofumarate 
• 67692-88-0 1-(3-amino-4-nitrophenyl)piperazine hydrofluoride 
• 521074-19-1 N-(2-fluoro-3-nitrophenyl)acetamide 

Relevant articles and documents

Quadruple and double helices of 8-fluoroquinoline oligoamides

(Figure Presented) Winding and rewinding: How many times can helical aromatic oligomers wind around one another? At least four, as judged by the aggregation behavior of oligoamides based on 8-fluoroquinoline (see scheme depicting the formation of a quadruple helix; red spheres: sites in the hollow space partially occupied by water molecules).

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.