219817-43-3

Basic information

• Product Name: 1-BROMO-3-CHLORO-5-NITROBENZENE
• Synonyms: 1-BROMO-3-CHLORO-5-NITROBENZENE;1-BROMO-3-CHLORO-5-NITROBENZENE, 95+%;3-Bromo-5-chloronitrobenzene;Benzene, 1-bromo-3-chloro-5-nitro-
• CAS NO: 219817-43-3
• Molecular Formula: C6H3BrClNO2
• Molecular Weight: 236.45
• Mol File: 219817-43-3.mol
• Article Data: 4

Chemical Properties

• Melting Point: 81.2 °C
• Boiling Point: 268.817°C at 760 mmHg
• Flash Point: 116.376°C
• Appearance: /
• Density: 1.827g/cm³
• Vapor Pressure: 0.012mmHg at 25°C
• Refractive Index: 1.619
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 1-BROMO-3-CHLORO-5-NITROBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-BROMO-3-CHLORO-5-NITROBENZENE(219817-43-3)
• EPA Substance Registry System: 1-BROMO-3-CHLORO-5-NITROBENZENE(219817-43-3)

Safety Data

• Hazardous Substances Data: 219817-43-3(Hazardous Substances Data)

Usage

General Description

1-Bromo-3-chloro-5-nitrobenzene is a chemical compound with the formula C6H3BrClNO2. It is a nitro-substituted aromatic compound that contains a bromine atom, a chlorine atom, and a nitro group attached to a benzene ring. 1-BROMO-3-CHLORO-5-NITROBENZENE is used as an intermediate in the synthesis of pharmaceuticals, dyes, and agrochemicals. It is also used in the manufacture of other organic compounds and as a reagent in organic chemistry reactions. 1-Bromo-3-chloro-5-nitrobenzene is a colorless to pale yellow solid with a strong odor, and it should be handled and stored with proper safety precautions due to its potential hazards.

InChI:InChI=1/C6H3BrClNO2/c7-4-1-5(8)3-6(2-4)9(10)11/h1-3H

Upstream product

• 488850-91-5 2-(3-bromo-5-chlorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 108-37-2 1-bromo-3-chlorobenzene 
• 6280-88-2 4-chloro-2-nitro-benzoic acid 
• 138-42-1 p-nitrobenzenesulfonic acid 
• 98-11-3 benzenesulfonic acid 
• 89-61-2 2,5-dichloronitrobenzene 
• 89-63-4 4-Chloro-2-nitroaniline 
• 106-46-7 para-dichlorobenzene 
• 121-87-9 2-Chloro-4-nitroaniline 
• 99-54-7 3,4-dichloronitrobenzene 
• 99-29-6 1-amino-2-bromo-4-nitro-6-chlorobenzene 
• 71-43-2 benzene 
• 827-25-8 2-bromo-4-chloro-6-nitrobenzenamine 

Downstream Products

• 1240523-63-0 (S)-tert-butyl 1-(3-bromo-5-chlorophenylamino)-1-oxo-3-phenylpropan-2-ylcarbamate 

Relevant articles and documents

meta-Nitration of Arenes Bearing ortho/para Directing Group(s) Using C?H Borylation

Herein, we report the meta-nitration of arenes bearing ortho/para directing group(s) using the iridium-catalyzed C?H borylation reaction followed by a newly developed copper(II)-catalyzed transformation of the crude aryl pinacol boronate esters into the corresponding nitroarenes in a one-pot fashion. This protocol allows the synthesis of meta-nitrated arenes that are tedious to prepare or require multistep synthesis using the existing methods. The reaction tolerates a wide array of ortho/para-directing groups, such as ?F, ?Cl, ?Br, ?CH3, ?Et, ?iPr ?OCH3, and ?OCF3. It also provides regioselective access to the nitro derivatives of π-electron-deficient heterocycles, such as pyridine and quinoline derivatives. The application of this method is demonstrated in the late-stage modification of complex molecules and also in the gram-scale preparation of an intermediate en route to the FDA-approved drug Nilotinib. Finally, we have shown that the nitro product obtained by this strategy can also be directly converted to the aniline or hindered amine through Baran's amination protocol.

Synthesis method of 3-cloro-5-bromoaniline

The invention discloses a synthesis method of 3-cloro-5-bromoaniline, and belongs to the technical field of organic synthesis. According to the method, benzenesulfonic acid is used as raw materials; firstly, concentrated nitric acid and a manganese dioxide catalyst are added for generating p-nitrobenzenesulphonic acid; then, NBS is added to generate 2-bromine p-nitrophenyl sulfonic acid; next, HCl is added for generating 2-cloro-6-bromine p-nitrophenyl sulfonic acid; next, a CH3COOH solution is added; benzenesulfonic acid in the 2-cloro-6-bromine p-nitrophenyl sulfonic acid is removed to obtain 3-cloro-5-bromonitrobenzene; finally, reducing Na2S and Zn are added for reduction, so that the 3-cloro-5-bromoaniline prepared by the method is obtained. Examples prove that the synthesis method has the advantages that the preparation is convenient and simple; the environment is protected; no pollution is caused; the equipment investment is low; any pollution does not exist; the yield reaches more than 85 percent.