71642-16-5

Basic information

• Product Name: 3-METHYL-2,4,6-TRIBROMOANILINE
• Synonyms: 3-Methyl-2,4,6-tribromoaniline, 98+%;2,4,6-tribromo-3-methylaniline;5-Methyl-2,4,6-tribromobenzenamine;2,4,6-TribroMo-3-Methylaniline, 98+%;2,4,6-TRIBROMO-M-TOLUIDINE;3-METHYL-2,4,6-TRIBROMOANILINE;3-AMINO-2,4,6-TRIBROMOTOLUENE;2,4,6-Tribromo-3-methylaniline~2,4,6-Tribromo-m-toluidine
• CAS NO: 71642-16-5
• Molecular Formula: C₇H₆Br₃N
• Molecular Weight: 343.84
• Product Categories: Aromatic Hydrocarbons (substituted) & Derivatives
• Mol File: 71642-16-5.mol
• Article Data: 7

Chemical Properties

• Melting Point: 101-102°C
• Boiling Point: 314.1°C at 760 mmHg
• Flash Point: 143.8°C
• Appearance: /
• Density: 2.196g/cm³
• Vapor Pressure: 0.000475mmHg at 25°C
• Refractive Index: 1.668
• BRN: 3252610
• CAS DataBase Reference: 3-METHYL-2,4,6-TRIBROMOANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-METHYL-2,4,6-TRIBROMOANILINE(71642-16-5)
• EPA Substance Registry System: 3-METHYL-2,4,6-TRIBROMOANILINE(71642-16-5)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 71642-16-5(Hazardous Substances Data)

Usage

General Description

3-METHYL-2,4,6-TRIBROMOANILINE is a chemical compound that belongs to the group of bromoanilines, which are halogenated derivatives of aniline. It is a yellow solid and is commonly used as an intermediate in the production of various organic compounds, including dyes, pigments, and pharmaceuticals. 3-METHYL-2,4,6-TRIBROMOANILINE is known for its high reactivity and is commonly used as a reagent in various chemical reactions. It is important to handle this compound with caution, as it is toxic and can cause irritation to the skin and eyes. Additionally, it is important to store and handle this compound in a well-ventilated area, as it can release harmful fumes when heated or exposed to fire.

InChI:InChI=1/C7H6Br3N/c1-3-4(8)2-5(9)7(11)6(3)10/h2H,11H2,1H3

Upstream product

• 873971-72-3 2,3,4,6-tetrabromo-5-nitro-toluene 
• 108-44-1 1-amino-3-methylbenzene 
• 7664-93-9 sulfuric acid 
• 7647-01-0 hydrogenchloride 
• 7726-95-6 bromine 
• 133-78-8 4-amino-2-methylbenzenesulphonic acid 
• 537-92-8 3-Methylacetanilide 
• 39664-46-5 2,3,4,6-tetrabromotoluene 
• 857007-53-5 2,4,6-tribromo-3-methyl-5-nitro-aniline 

Downstream Products

• 50638-50-1 3-methyl-4-bromo-N,N-dimethylaniline 
• 6320-40-7 2,4,6-tribromotoluene 
• 39664-46-5 2,3,4,6-tetrabromotoluene 
• 411236-42-5 2,4,6-tribromo-3-methyl-benzonitrile 
• 100246-26-2 2,4,6-Tribromo-3-methylacetanilide 
• 70630-30-7 2-[(2-Methoxy-acetyl)-(2,4,6-tribromo-3-methyl-phenyl)-amino]-propionic acid methyl ester 
• 791846-35-0 2-[4-(4-bromo-2-cyano-phenyl)-piperazin-1-yl]-N-(2,4,6-tribromo-3-methyl-phenyl)-acetamide 
• 858840-95-6 2,4,6-tribromo-3-methyl-benzoic acid amide 
• 858848-04-1 2,4,6-tribromo-3-methyl-benzoic acid 
• 2537-67-9 2,4,6-tribromoacetophenone 
• 45859-98-1 2,4,6-tribromobenzaldehyde 
• 873415-10-2 1-(2,4,6-tribromo-phenyl)-ethanol 

Relevant articles and documents

Preparation of carbazole and dibenzofuran derivatives by selective bromination on aromatic rings or benzylic groups with N-bromosuccinimide

N-Bromosuccinimide (NBS), a bromine source, has been used to study the bromination of toluidine and cresols systematically to clarify the underlying mechanism and the orientation effect. It has been found that bromination of toluidine and cresols which possess electron-donating NH2/OH with NBS gives electrophilic aromatic substitution products quickly instead of the desired benzylic bromination products. In contrast, when the electronic effect of the substituted groups is reversed, only the benzylic bromination products are gained. Based on this methodology, several potential AChE inhibitors, such as 2-methoxy-5-(benzylamino)methyl-dibenzofuran, 3-bromo-2-methoxy-5-methyl-9H- carbazole, 3,6-dibromo-2-methoxy-5-methyl-9H-carbazole, and 5-(bromomethyl)-2- methoxy-9H-(phenylsulfonyl)-carbazole have been synthesized.

Oxidative bromination of aniline and its derivatives

Oxidative bromination of aniline and its derivatives containing various substituents (CH3, Cl, NO2, COOH) in ortho, meta, and para positions with a brominating mixture of NaBr (KBr) and 20-22% hydrogen peroxide in 6-8% hydrochloric acid at the molar ratio aniline: NaBr (KBr): H 2O2: HCl = 1: 3.5: 3.2: 4.5 is described.

Deuteriodediazoniation: A general method for the replacement of a diazonium group by deuterium

Aromatic amino groups are replaced with deuterium via a diazonium salt intermediate. Dimethylformamide-d7 is the deuterium donor in this mild replacement method that yields aromatic-d1 products in high isotopic purity. The presence of methyl groups lowers the isotopic purity of the products.