364-73-8

Basic information

• Product Name: 4-Bromo-1-fluoro-2-nitrobenzene
• Synonyms: 4-Bromo-1-fluoro-2-nitrobenzene,98%;4-Bromo-1-fluoro-2-n;4-BroMo-1-fluoro-2-nitrobenzene, 98% 5GR;5-BroMo-2-fluoronitrobenzene, 97+%;5 - broMine - 2 - fluoro nitrobenzene;Benzene, 4-bromo-1-fluoro-2-nitro-;4-Bromo-1-fluoro-2-nitrobenzene 96%;4-BROMO-1-FLUORO-2-NITROBENZENE
• CAS NO: 364-73-8
• Molecular Formula: C₆H₃BrFNO₂
• Molecular Weight: 220
• EINECS: 1592732-453-0
• Product Categories: FluoroCompounds;NitroCompounds;Aromatic Halides (substituted);Miscellaneous;Nitro Compounds;Nitrogen Compounds;Organic Building Blocks;Aryl Fluorinated Building Blocks;Building Blocks;C6;Chemical Synthesis;Fluorinated Building Blocks;Nitro Compounds;Nitrogen Compounds;Organic Building Blocks;Organic Fluorinated Building Blocks;Other Fluorinated Organic Building Blocks;blocks;Bromides
• Mol File: 364-73-8.mol
• Article Data: 5

Chemical Properties

• Melting Point: 18-19 °C(lit.)
• Boiling Point: 240-241 °C(lit.)
• Flash Point: >230 °F
• Appearance: Clear yellow to brownish/Liquid After Melting
• Density: 1.786 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0234mmHg at 25°C
• Refractive Index: n20/D 1.575(lit.)
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: Difficult to mix.
• BRN: 2329084
• CAS DataBase Reference: 4-Bromo-1-fluoro-2-nitrobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Bromo-1-fluoro-2-nitrobenzene(364-73-8)
• EPA Substance Registry System: 4-Bromo-1-fluoro-2-nitrobenzene(364-73-8)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 36/37/38-20/21/22
• Safety Statements: 36/37/39-26
• RIDADR: 2810
• WGK Germany: 3
• HazardClass: IRRITANT
• PackingGroup: Ⅲ
• Hazardous Substances Data: 364-73-8(Hazardous Substances Data)

Usage

Chemical Properties

Clear yellow to brownish liquid after melting

Uses

Different sources of media describe the Uses of 364-73-8 differently. You can refer to the following data:
1. Used in the synthesis of anti-inflammatory agents.1
2. 4-Bromo-1-fluoro-2-nitrobenzene is used in the synthesis of anti-inflammatory agents.

General Description

4-Bromo-1-fluoro-2-nitrobenzene undergoes Sonogashira reaction with 2-fluoronitrobenzene to afford predominantly the bromo displacement product.

InChI:InChI=1/C6H3BrFNO2/c7-4-1-2-5(8)6(3-4)9(10)11/h1-3H

Upstream product

• 1000339-51-4 3-fluoro-2-nitro-benzoic acid 
• 1493-27-2 ortho-nitrofluorobenzene 
• 7697-37-2 nitric acid 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 364-76-1 4-Fluoro-3-nitroaniline 

Downstream Products

• 33696-00-3 4-bromo-1-methoxy-2-nitrobenzene 
• 7693-52-9 4-bromo-2-nitrophenol 
• 875-51-4 4-Bromo-2-nitroaniline 
• 2924-09-6 5-bromo-2-fluoroaniline 
• 345203-43-2 [(4-bromo-2-nitro-phenylamino)-methyl]-phosphonic acid diethyl ester 
• 321378-18-1 {4-[(4-bromo-2-nitrophenyl)amino]-2-chlorophenyl}(2-methylphenyl)methanone 
• 391213-68-6 (Z)-methyl 2-(acetylamino)-3-(4-fluoro-3-nitrophenyl)propenoate 
• 214915-64-7 4-[(5-bromo-2-fluoro-phenyl)-hydrazono]-butan-1-ol 
• 214916-08-2 5-bromo-2-fluoro-phenylhydrazine hydrochloride 
• 68765-53-7 4-bromo-N¹-phenyl-1,2-benzenediamine 
• 221636-18-6 5-Bromo-1-phenyl-1H-benzoimidazole 
• 260258-91-1 1-phenyl-5-pyridin-4-yl-1H-benzoimidazole 
• 221636-03-9 1-phenyl-5-(4-methoxyphenyl)benzimidazole 
• 221636-04-0 4-(1-phenyl-1H-benzoimidazol-5-yl)-phenol 

Relevant articles and documents

Pd-Catalyzed Decarboxylative Ortho-Halogenation of Aryl Carboxylic Acids with Sodium Halide NaX Using Carboxyl as a Traceless Directing Group

A highly regioselective Pd-catalyzed carboxyl directed decarboxylative ortho-C-H halogenation of cheap o-nitrobenzoic acids with NaX (X = I, Br) under aerobic conditions has been established. The utility of the method has been demonstrated by the gram-scale reaction and derivatization of the product. Experimental results have confirmed Pd and Bi played critical roles in the transformation and indicated the transformation might proceed via 2-halo-6-nitrobenzoic acid derivative intermediate.

A 3-amino-4-fluorophenylboronic acid synthesis method

The invention discloses a synthetic method for 3-amino-4-fluorophenylboronic acid. The method includes the steps of conducting bromination on o-fluoronitrobenzene, conducting reduction to generate 5-bromo-2-fluoroanil, making 5-bromo-2-fluoroanil and tetrahydroxydiboron react in a coupled mode to generate the product, namely, 3-amino-4-fluorophenylboronic acid. According to the method, raw materials can be easily obtained, and operation is easy and convenient. The method is an appropriate route for preparing 3-amino-4-fluorophenylboronic acid.

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.