6968-24-7

Basic information

• Product Name: 2,6-Dibromo-4-methylaniline
• Synonyms: TIMTEC-BB SBB007582;2,6-DIBROMO-P-TOLUIDINE;2,6-DIBROMO-4-METHYLANILINE;2,6-Dibromo-p-toludine;Benzenamine, 2,6-dibromo-4-methyl-;2,6-Dibromo-4-methylbenzenamine;2 6-DIBROMO-4-METHYLANILINE 98% (GC);2,6-Dibromo-4-methylaniline, 98+%
• CAS NO: 6968-24-7
• Molecular Formula: C₇H₇Br₂N
• Molecular Weight: 264.95
• EINECS: 230-182-9
• Product Categories: Intermediates of Dyes and Pigments;API intermediates;Anilines, Amides & Amines;Bromine Compounds
• Mol File: 6968-24-7.mol
• Article Data: 31

Chemical Properties

• Melting Point: 74-76 °C(lit.)
• Boiling Point: 283.3 °C at 760 mmHg
• Flash Point: 125.2 °C
• Appearance: Light brown/Powder
• Density: 1.8413 (rough estimate)
• Vapor Pressure: 0.00318mmHg at 25°C
• Refractive Index: 1.6300 (estimate)
• Storage Temp.: Room temperature.
• PKA: 0.91±0.10(Predicted)
• Water Solubility: Insoluble in water.
• BRN: 2085782
• CAS DataBase Reference: 2,6-Dibromo-4-methylaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-Dibromo-4-methylaniline(6968-24-7)
• EPA Substance Registry System: 2,6-Dibromo-4-methylaniline(6968-24-7)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-37/39-36/37/39
• RIDADR: UN 2811
• WGK Germany: 3
• Hazardous Substances Data: 6968-24-7(Hazardous Substances Data)

Usage

Description

2,6-Dibromo-4-methylaniline is an organic compound characterized by the presence of two bromine atoms at the 2nd and 6th positions, and a methyl group at the 4th position on an aniline molecule. It is known for its chemical reactivity and is utilized in various synthesis processes.

Uses

Used in Environmental Analysis:
2,6-Dibromo-4-methylaniline is used as a coupling reagent in the spectrophotometric determination of carbaryl, a widely used insecticide, in various environmental samples. This application aids in monitoring and controlling pesticide residues in the environment.
Used in Chemical Synthesis:
2,6-Dibromo-4-methylaniline is employed in the preparation of 2-bromo-6-iodo-4-methylaniline, which is an important intermediate for further chemical reactions and synthesis.
Used in Organic Chemistry:
During the synthesis of dinuclear dichlorotitanium complexes, 2,6-dibromo-4-methylaniline undergoes a Suzuki-coupling reaction with 2-dihydroxyboryl-3-methyl-2-cyclopenten-1-one. This reaction is crucial for the formation of the desired complex structures.
Used as an Intermediate in Pharmaceutical and Agrochemical Industries:
2,6-Dibromo-4-methylaniline serves as an intermediate in the synthesis of pharmaceuticals, agrochemicals, dyes, and other organic chemicals. Its unique structure and reactivity make it a valuable component in the development of various products across these industries.

InChI:InChI=1/C7H7Br2N/c1-4-2-5(8)7(10)6(9)3-4/h2-3H,10H2,1H3

Upstream product

• 623-11-0 1-methyl-4-nitrosobenzene 
• 7647-01-0 hydrogenchloride 
• 7726-95-6 bromine 
• 106-49-0 p-toluidine 
• 7664-93-9 sulfuric acid 
• 64-19-7 acetic acid 
• 7732-18-5 water 
• 88-44-8 2-Amino-5-methylbenzenesulfonic acid 
• 614-83-5 2-bromo-4-methylacetanilide 
• 64-17-5 ethanol 
• 106942-29-4 L_g-tartaric acid di-p-toluidide 
• 67-66-3 chloroform 
• 156261-32-4 2-Amino-5-methyl-benzhydrol 
• 344319-06-8 N-(2-bromo-2-nitro-1-phenyl-ethyl)-p-toluidine 

Downstream Products

• 23667-06-3 2-bromo-4-methyl-N,N-dimethylaniline 
• 147699-87-4 2-bromo-6-methoxy-p-toluidine 
• 906801-01-2 2,6-bis(3-hydroxy-3-methylbutyn-1-yl)-4-methylaniline 
• 915230-74-9 N-(2,6-dibromo-4-methylphenyl)formamide 
• 123489-92-9 3,3'''-dibromo-5,5',5'',5'''-tetramethyl-1,1':3',1'':3'',1'''-quarterphenyl-2,2',2'',2'''-tetracarbonitrile 
• 123489-93-0 C₆₄H₄₀Br₂N₈ 
• 1340547-23-0 9-(2,6-dibromo-4-methylphenyl)-2,6-bis(trifluoromethyl)-9H-purine 
• 1426169-45-0 bis[N,N'-(4-methyl-2,6-diphenylphenyl)imino]acenaphthene 
• 1426169-48-3 {bis[N,N'-(4-methyl-2,6-diphenylphenyl)imino]acenaphthene}dibromonickel 
• 1432586-84-9 2-chloro-5-methyl-3-methylthio-N-(1-methyltetrazol-5-yl)benzamide 

Relevant articles and documents

“Orthogonal-Twisted-Arm” Ligands for The Construction of Metal–Organic Frameworks (MOFs): New Topology and Catalytic Reactivity

Extended tetratopic benzoic acid ligands with “orthogonal-twisted-arms” conformations were designed and synthesized for the construction of new MOF structures (OTA-MOF). Upon coordination with Cd2+ and Cu2+ cations, two well-defined new MOFs were prepared. X-ray single crystal structures were successfully obtained, demonstrating the formation of a new topology (4,4,4-c). The OTA2-MOF-Cu gave moderate stability in organic solvents and good gas sorption ability toward CO2. This new MOF showed superior catalytic reactivity toward the epoxide-CO2 cycloaddition, giving >50 folds yield enhancement over the controlled reaction without MOF. It is expected that this new ligand design, porous structure, and excellent CO2 catalytic reactivity will make OTA-MOF promising new materials for applications in catalysis and separation.

Method of catalytically synthesizing polybromo-aniline in water phase

The invention discloses a method of catalytically synthesizing polybromo-aniline in a water phase. The method comprises following steps: adding a catalytic amount of a free radical initiator, aniline derivatives, cheap and low-toxic bromine salts, and water into a reactor; carrying out reactions in a photocatalytic reaction instrument under power of 5W at a room temperature; after a while, extracting the reaction product by ethyl acetate, and carrying out recrystallization to obtain polybromo-aniline; wherein the free radical initiator is eosin, sodium persulfate, or potassium persulfate. The power of the incandescent lamp of the photocatalytic reaction instrument is 5W. The free radical initiator and bromine salts are cheap and easily available. The method is an ideal synthesis method of polybromo-aniline. Cheap and low-toxic bromine salts are used to replace liquid bromine. The cheap and easily available free radical initiator is used to replace unstable and explosive hydrogen peroxide. After 4 to 10 hours of reactions under the power of 5W, polybromo-aniline can be synthesized, the yield and the reaction selectivity are high, the byproducts are few, and the post treatment is simple.