7149-70-4

Basic information

• Product Name: 2-BROMO-5-NITROTOLUENE
• Synonyms: BROMO(5-)-2-NITROTOLUENE;2-BROMO-5-NITROTOLUENE;TIMTEC-BB SBB006703;5-BROMO-2-NITROTOLUENE;2-bromo-5-nitromethylbenzene;3-METHYL-4-BROMONITROBENZENE;1-Methyl-2-bromo-5-nitrobenzene;1-Nitro-3-methyl-4-bromobenzene
• CAS NO: 7149-70-4
• Molecular Formula: C₇H₆BrNO₂
• Molecular Weight: 216.03
• EINECS: 230-481-4
• Product Categories: Aromatic Hydrocarbons (substituted) & Derivatives;Nitro Compounds;Nitrogen Compounds;Organic Building Blocks;Piperidines
• Mol File: 7149-70-4.mol
• Article Data: 4

Chemical Properties

• Melting Point: 78-80 °C(lit.)
• Boiling Point: 143 °C / 17mmHg
• Flash Point: 121.9 °C
• Appearance: cream-colored crystalline powder
• Density: 1.6841 (rough estimate)
• Vapor Pressure: 0.0074mmHg at 25°C
• Refractive Index: 1.6120 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• BRN: 1940342
• CAS DataBase Reference: 2-BROMO-5-NITROTOLUENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-5-NITROTOLUENE(7149-70-4)
• EPA Substance Registry System: 2-BROMO-5-NITROTOLUENE(7149-70-4)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 36/37/38-20/21/22
• Safety Statements: 36/37/39-26-22-24/25
• WGK Germany: 3
• HazardClass: IRRITANT
• PackingGroup: II
• Hazardous Substances Data: 7149-70-4(Hazardous Substances Data)

Usage

Chemical Properties

LIGHT BROWN-ORANGE TO BROWN CRYST. POWDER

Uses

2-Bromo-5-nitrotoluene has been used in the synthesis of :4′-amino-4-hydroxy-2′-methylbiphenyl3′:4-dinitro-2-methyldiphenyl ether via condensation with potassium m-nitrophenoxide

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

Upstream product

• 95-46-5 2-methylphenyl bromide 
• 7697-37-2 nitric acid 
• 108-95-2 phenol 
• 95-48-7 ortho-cresol 
• 534-52-1 6-methyl-2,4-dinitrophenol 
• 6933-10-4 amino-5-bromo-2-toluene 
• 99-52-5 2-methyl-4-nitro-benzenamine 
• 99-08-1 1-methyl-3-nitrobenzene 
• 7726-95-6 bromine 
• 7705-08-0 iron(III) chloride 

Downstream Products

• 89001-53-6 2-cyano-5-nitrotoluene 
• 1265602-78-5 C₁₁H₁₃NO₂ 
• 53258-91-6 (2-methyl-4-nitrophenyl)(p-tolyl)sulfane 
• 97378-74-0 3,3'-dimethyl-4,4'-dibromoazobenzene 
• 939-82-2 1-bromo-2-(bromomethyl)-4-nitrobenzene 
• 22156-67-8 2-Phenyl-2-(2-methyl-4-nitro-phenyl)-propionitril 
• 943-14-6 2-bromo-5-nitrobenzoic acid 
• 6933-10-4 amino-5-bromo-2-toluene 
• 70264-20-9 2-methyl-4-nitrophenyl (phenyl) sulfide 
• 108-44-1 1-amino-3-methylbenzene 
• 1232785-32-8 tert-butyl 4-(2-methyl-4-nitrophenyl)-5,6-dihydropyridine-1(2H)-carboxylate 
• 1566583-94-5 2-(2-(2-(2-((3-methyl-4-(1-methylpiperidin-4-yl)phenyl)amino)-5-(trifluoromethyl)pyrimidin-4-yl)ethyl)phenyl)acetamide 
• 1566583-93-4 2-(2-(2-(2-((3-methyl-4-(piperidin-4-yl)phenyl)amino)-5-(trifluoromethyl)pyrimidin-4-yl)ethyl)phenyl)acetamide 
• 1566584-64-2 tert-butyl 4-(4-((4-(2-(2-amino-2-oxoethyl)phenethyl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)-2-methylphenyl)piperidine-1-carboxylate 

Relevant articles and documents

Nitration of deactivated aromatic compounds via mechanochemical reaction

A variety of deactivated arenes were nitrated to their corresponding nitro derivatives in excellent yields under high-speed ball milling condition using Fe(NO3)3·9H2O/P2O5 as nitrating reagent. A radical involved mechanism was proposed for this facial, eco-friendly, safe, and effective nitration reaction.

PROTON TRANSFER REACTIONS BETWEEN ORTHO-METHYL SUBSTITUTED DERIVATIVES OF 4-NITROPHENYLPHENYLCYANOMETHANE AND NITROGEN BASES IN ACETONITRILE SOLVENT

Equilibrium constants, rate constants, primary deuterium isotope effects, and activation parameters have been measured for the proton transfer reactions in acetonitrile solvent of 4-nitrophenylphenylcyanomethane and 2-methyl-4-nitrophenylphenylcyanomethane with tetramethylguanidine base and for the reactions of 2-methyl-4-nitrophenylphenylcyanomethane and 2,6-dimethyl-4-nitrophenylphenylcaynomethane with 1,5-diazabicycloundec-7-ene base.Introduction of the ortho-methyl groups in the substrate molecule caused significant reductions in the equilibrium and the rate constants.The expected rise in the kinetic primary deuterium isotope effect was not observed when the first ortho-methyl group was introduced, but a 20percent increase did accompany the introduction of the second ortho-methyl group.Enthalpy of activation measurements indicated that there was no increase in the proton tunnelling contribution to the isotope effect when the amount of steric hindrance is increased with ortho-methyl groups.