6933-10-4

Basic information

• Product Name: 4-Bromo-3-methylaniline
• Synonyms: 3-Methyl-4-bromoaniline;4-Bromo-3-methylbenzenamine;m-Toluidine, 4-bromo-;AKOS BBS-00003654;5-AMINO-2-BROMOTOLUENE;4-BROMO-3-METHYLANILINE;4-BROMO-3-METHYL-PHENYLAMINE;4-BROMO-M-TOLUIDINE
• CAS NO: 6933-10-4
• Molecular Formula: C₇H₈BrN
• Molecular Weight: 186.05
• EINECS: 230-056-3
• Product Categories: Anilines, Aromatic Amines and Nitro Compounds;Miscellaneous;Anilines, Amides & Amines;Bromine Compounds
• Mol File: 6933-10-4.mol
• Article Data: 25

Chemical Properties

• Melting Point: 80-82 °C(lit.)
• Boiling Point: 240 °C(lit.)
• Flash Point: 239-241°C
• Appearance: Off-white to beige to light brown/Powder
• Density: 1.4700 (rough estimate)
• Vapor Pressure: 0.0389mmHg at 25°C
• Refractive Index: 1.6190 (estimate)
• Storage Temp.: Room temperature.
• PKA: 4.02±0.10(Predicted)
• BRN: 2689600
• CAS DataBase Reference: 4-Bromo-3-methylaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Bromo-3-methylaniline(6933-10-4)
• EPA Substance Registry System: 4-Bromo-3-methylaniline(6933-10-4)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38-33
• Safety Statements: 26-37/39-24/25
• RIDADR: UN2811
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 6933-10-4(Hazardous Substances Data)

Usage

Chemical Properties

grey to brownish crystalline powder

Uses

4-Bromo-3-methylaniline was used in the preparation of 1-(4-bromo-3-methylphenyl)pyrrolidin-2-one.

InChI:InChI=1/C7H8BrN/c1-5-4-6(9)2-3-7(5)8/h2-4H,9H2,1H3

Upstream product

• 537-92-8 3-Methylacetanilide 
• 7732-18-5 water 
• 7726-95-6 bromine 
• 7149-70-4 2-bromo-5-nitrotoluene 
• 108-44-1 1-amino-3-methylbenzene 
• 1097885-39-6 4-azido-1-bromo-2-methylbenzene 
• 615-59-8 1,4-dibromo-2-methylbenzene 
• 582-77-4 3'-methylbenzanilide 
• 90151-49-8 2-bromo-5,5-dimethyl-2-nitro-cyclohexane-1,3-dione 
• 620-25-7 N-(3-methylphenyl)hydroxylamine 

Downstream Products

• 57730-26-4 (4-Bromo-3-methyl-phenyl)-(2,4-dinitro-6-trifluoromethyl-phenyl)-amine 
• 203856-43-3 N-(4-bromo-2-methylphenyl)-3-methyl-2-butenamide 
• 149105-00-0 N-(4-bromo-3-methylphenyl)methanesulfonamide 
• 791846-34-9 2-[4-(4-bromo-2-cyano-phenyl)-piperazin-1-yl]-N-(4-bromo-3-methyl-phenyl)-acetamide 
• 174024-05-6 [3-Methyl-4-((E)-2-pyridin-4-yl-vinyl)-phenyl]-bis-(4-nitro-phenyl)-amine 
• 80948-74-9 4-bromo-N,3-dimethylbenzenamine 
• 631911-03-0 (4-bromo-3-methyl-phenyl)-(2-morpholin-4-yl-ethyl)-amine 
• 220683-76-1 N-[3-(1-Methylpiperidin-4-yl)indol-5-yl]-N'-[3-methyl-4-(pyridin-4-yl)phenyl]-urea 
• 163620-40-4 N-(4-bromo-3-methylphenyl)-N'-[4-methoxy-3-(4-methyl-1-piperazinyl)phenyl]urea 
• 349431-79-4 C₁₆H₁₆BrNO 
• 149104-92-7 (4-bromo-3-methyl-phenyl)methanamine 
• 631911-01-8 3-methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenylamine 
• 1361013-05-9 C₁₇H₁₆BrN₅O₂ 

Relevant articles and documents

A metal-free aerobic oxidative bromination of anilines and aryl ketones with 2-methylpyridinium nitrate as a reusable ionic liquid

An aerobic oxidative bromination of anilines and aryl ketones catalyzed by recyclable 2-methylpyridinium nitrate ionic liquid is achieved in water using hydrobromic acid as the bromine source and molecular oxygen as the oxidant. The catalytic system shows good efficiency and atom economy.

Cu-mediated selective bromination of aniline derivatives and preliminary mechanism study

A simple and efficient bromination of aniline, aniline derivatives, and analogs have been developed. Forty three examples were given and the highest yield reached was 98%. Different substrates including substituted aniline, pyridin-amine, N-substituted aniline, N,N-disubstituted aniline, N-phenyl-amide, N-phenyl-sulfonamide, and nitrogen-containing heterocycles were all reactive and selectively generated desired bromo-products. The method can be applied to synthesize drug intermediate and quinoxaline derivatives.

Green synthesis method of bromoaromatic amine and alpha-bromoaromatic ketone

The invention discloses a green synthesis method of bromoaromatic amine and alpha-bromoaromatic ketone. The synthesis method comprises: adopting hydrobromic acid as a brominating agent, adopting 2-methylpyridine nitrate as a catalyst, and adopting molecular oxygen as an oxidizing agent, brominating an aromatic compound with a structure shown in formula (1) or aromatic ketone with a structure shown in formula (2) or (3), and preparing corresponding bromoaromatic amine or alpha-bromoaromatic ketone. The synthesis method is wide in substrate application reaction, high in atom utilization rate, capable of avoiding the application of the transitional metal element and volatile organic solvent and has the characteristics of economical efficiency and environmental protection. (Shown in the description).