60956-26-5

Basic information

• Product Name: 4-Bromo-2-nitrotoluene
• Synonyms: 4-BROMO-6-NITROTOLUENE;4-BROMO-2-NITROTOLUENE;BROMO(4-)-2-NITROTOLUENE;Benzene, 4-bromo-1-methyl-2-nitro-;4-Bromo-2-nitrotolune;2-nitro-4-bromotoluene;4-Bromo-2-Nitreotoluene;4-Bromo-2-nitrotoluene, 99+%
• CAS NO: 60956-26-5
• Molecular Formula: C₇H₆BrNO₂
• Molecular Weight: 216.03
• EINECS: 262-536-3
• Product Categories: Nitro Compounds;Nitrogen Compounds;Organic Building Blocks
• Mol File: 60956-26-5.mol
• Article Data: 15

Chemical Properties

• Melting Point: 45-48 °C(lit.)
• Boiling Point: 130 °C12 mm Hg(lit.)
• Flash Point: >110°C
• Appearance: Yellow to light orange/Crystals or Crystalline Powder
• Density: 1.6841 (rough estimate)
• Vapor Pressure: 0.0246mmHg at 25°C
• Refractive Index: 1.6120 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: water: insoluble(lit.)
• Water Solubility: insoluble
• BRN: 2328190
• CAS DataBase Reference: 4-Bromo-2-nitrotoluene(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Bromo-2-nitrotoluene(60956-26-5)
• EPA Substance Registry System: 4-Bromo-2-nitrotoluene(60956-26-5)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36-36/37/39-22
• WGK Germany: 3
• Hazardous Substances Data: 60956-26-5(Hazardous Substances Data)

Usage

Description

4-Bromo-2-nitrotoluene is an organic compound that serves as a valuable intermediate in the synthesis of various chemical compounds and pharmaceuticals. It is characterized by the presence of a bromine atom at the 4-position and a nitro group at the 2-position on a toluene molecule.

Uses

Used in Chemical Synthesis:
4-Bromo-2-nitrotoluene is used as a starting material for the synthesis of various chemical compounds, including:
4-bromo-2-nitrobenzylidene: for the preparation of dyes and pigments
4-bromo-2-nitrobenzaldehyde: as an intermediate in the production of pharmaceuticals and agrochemicals
4-bromo-2-chlorotoluene: for the synthesis of various organic compounds and dyes
4-bromo-2-nitrobenzoic acid: by oxidation, used in the production of pharmaceuticals and other organic compounds
6-bromoindole: by Batcho-Leimgruber indole synthesis, used in the synthesis of indole-based compounds with potential applications in pharmaceuticals and materials science
3-(4-bromo-2-nitrophenyl)-2-[2-(tert-butyldimethylsilanyloxy)ethyl]-N-(2,4-dichloro-6-iodophenyl)-N-methoxymethylacrylamide: as a complex organic molecule with potential applications in various industries, including pharmaceuticals and materials science.

InChI:InChI=1/C7H6BrNO2/c1-5-2-3-6(8)4-7(5)9(10)11/h2-4H,1H3

Upstream product

• 64-17-5 ethanol 
• 106-38-7 para-bromotoluene 
• 88-72-2 1-methyl-2-nitrobenzene 
• 1600-27-7 mercury(II) diacetate 
• 119-32-4 4-Methyl-3-nitroanilin 
• 108-24-7 acetic anhydride 
• 7697-37-2 nitric acid 
• 7726-95-6 bromine 
• 7647-18-9 antimonypentachloride 
• 10025-91-9 antimony(III) chloride 
• 7553-56-2 iodine 
• 106-49-0 p-toluidine 
• 107650-20-4 5-bromo-2-methyl-3-nitro-benzoic acid 
• 5437-38-7 3-methyl-2-nitrobenzoic acid 

Downstream Products

• 6967-82-4 2-bromo-5-methylbenzoic acid 
• 859933-26-9 (4-methyl-3-nitro-phenyl)-p-tolyl ether 
• 874513-63-0 4-bromo-2,3-dinitro-toluene 
• 95192-64-6 5-bromo-2-methyl-1,3-dinitrobenzene 
• 99277-71-1 4-bromo-2-nitrobenzoic acid 
• 873988-08-0 1,2-bis(4-bromo-2-nitrophenyl)ethane 
• 39478-78-9 5-bromo-2-methylaniline 
• 135308-80-4 4-bromo-2-nitrobenzylidene diethanoate 
• 52415-29-9 6-bromo-1H-indole 
• 108061-73-0 (E)-4-bromo-2-nitro-β-piperidinostyrene 
• 82420-34-6 4-bromo-1-(bromomethyl)-2-nitrobenzene 
• 149913-78-0 α-phenyl-4-bromo-2-nitrophenethyl alcohol 
• 78508-22-2 β-dimethylamino-2-nitrostyrene 
• 99474-21-2 (E)-2-(4-bromo-2-nitrophenyl)-N,N-dimethylethyleneamine 

Relevant articles and documents

The polyhedral nature of selenium-catalysed reactions: Se(iv) species instead of Se(vi) species make the difference in the on water selenium-mediated oxidation of arylamines

Selenium-catalysed oxidations are highly sought after in organic synthesis and biology. Herein, we report our studies on the on water selenium mediated oxidation of anilines. In the presence of diphenyl diselenide or benzeneseleninic acid, anilines react with hydrogen peroxide, providing direct and selective access to nitroarenes. On the other hand, the use of selenium dioxide or sodium selenite leads to azoxyarenes. Careful mechanistic analysis and 77Se NMR studies revealed that only Se(iv) species, such as benzeneperoxyseleninic acid, are the active oxidants involved in the catalytic cycle operating in water and leading to nitroarenes. While other selenium-catalysed oxidations occurring in organic solvents have been recently demonstrated to proceed through Se(vi) key intermediates, the on water oxidation of anilines to nitroarenes does not. These findings shed new light on the multifaceted nature of organoselenium-catalysed transformations and open new directions to exploit selenium-based catalysis.

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.