2,6-Dibromo-4-methylaniline

Base Information

• Chemical Name: 2,6-Dibromo-4-methylaniline
• CAS No.: 6968-24-7
• Molecular Formula: C7H7Br2N
• Molecular Weight: 264.947
• Hs Code.: 2903.69
• European Community (EC) Number: 230-182-9
• NSC Number: 20674
• UNII: 8AG4229W2D
• DSSTox Substance ID: DTXSID40219972
• Nikkaji Number: J37.456C
• Wikidata: Q69757043
• Mol file: 6968-24-7.mol

Synonyms:2,6-Dibromo-4-methylaniline;6968-24-7;2,6-Dibromo-p-toluidine;Benzenamine, 2,6-dibromo-4-methyl-;C7H7Br2N;2,6-dibromo-4-methyl Aniline;8AG4229W2D;EINECS 230-182-9;NSC-20674;3,5-Dibromo-4-aminotoluene;2,6-dibromo-4-methyl-phenylamine;2,6-dibromo-4-methylphenylamine;2,6-dibromo-4-methyl-benzenamine;NSC20674;2,6-Dibromo-p-toludine;2,6 Dibromo-4-methylaniline;SCHEMBL348577;UNII-8AG4229W2D;C7-H7-Br2-N;DTXSID40219972;(2,6-dibromo-4-methylphenyl)amine;BBL020090;BR1305;MFCD00007641;NSC 20674;STK399782;2,6-Dibromo-4-methylaniline, 99%;AKOS000119147;CS-W001129;PS-7335;AC-26743;AM20041029;D3577;FT-0610551;EN300-33899;A19798;AE-641/01988023;W-104605;Z56922147

Chemical Property of 2,6-Dibromo-4-methylaniline

Chemical Property:

• Appearance/Colour: light brown powder
• Vapor Pressure: 0.00318mmHg at 25°C
• Melting Point: 74-76 °C(lit.)
• Refractive Index: 1.641
• Boiling Point: 283.3 °C at 760 mmHg
• PKA: 0.91±0.10(Predicted)
• Flash Point: 125.2 °C
• PSA: 26.02000
• Density: 1.887 g/cm³
• LogP: 3.68340
• Storage Temp.: Room temperature.
• Water Solubility.: Insoluble in water.
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 264.89247
• Heavy Atom Count: 10
• Complexity: 106

Purity/Quality:

98%, ^*data from raw suppliers

2,6-Dibromo-4-methylaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-37/39-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1)Br)N)Br
• Uses: 2,6-Dibromo-4-methylaniline is used as coupling reagent in spectrophotometric determination of carbaryl in various environmental samples. It was also in preparation of 2-bromo-6-iodo-4-methylaniline. 2,6-Dibromo-4-methylaniline undergoes Suzuki-coupling reaction with 2-dihydroxyboryl-3-methyl-2-cyclopenten-1-one during synthesis of the dinuclear dichlorotitanium complexes. 2,6-Dibromo-4-methylaniline is also used as an intermediate for the synthesis of pharmaceutucals, agrochemicals, dyes and other organic chemicals.

Technology Process of 2,6-Dibromo-4-methylaniline

There total 30 articles about 2,6-Dibromo-4-methylaniline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.0%

2-bromo-p-toluidine (583-68-6) → 2,6-Dibromo-4-methylaniline (6968-24-7)

Guidance literature:

With bromine; In tetrachloromethane; at 20 ℃; Cooling with ice;

DOI:10.1134/S1070427209090122

Reference yield: 75.0%

p-toluidine (106-49-0,12221-03-3) → 2-bromo-p-toluidine (583-68-6) + 2,6-Dibromo-4-methylaniline (6968-24-7)

Guidance literature:

With N-Bromosuccinimide; In chloroform; at 20 ℃; for 0.5h; Temperature; Solvent;

Reference yield: 74.0%

→ 2,6-Dibromo-4-methylaniline (6968-24-7)

Guidance literature:

With sodium persulfate; sodium bromide; In water; at 20 ℃; for 5h; Irradiation;

upstream raw materials:

1-methyl-4-nitrosobenzene

2-bromo-p-toluidine

2-Amino-5-methylbenzenesulfonic acid

2-bromo-4-methylacetanilide

Downstream raw materials:

2-bromo-4-methyl-N,N-dimethylaniline

2,6-dibromo-4-methyl-N-nitro-aniline

3,5-dibromotoluene

3,5-dibromo-4-hydroxytoluene

Refernces

• 1、 Zhao, Kai,He, Ying,Shan, Chuan,Wojtas, Lukasz,Ren, Junyu,Yan, Yu,Shi, Hanzhong,Wang, Haonan,Song, Zhiguang,Shi, Xiaodong. "Construction of Stable Helical Metal-Organic Frameworks with a Conformationally Rigid “Concave Ligand”". supporting information. p. 10833 - 10838. Retrieved 2021/06/27.
• 2、 Bharadwaj, Parimal K.,Chattaraj, Pratim Kumar,Chatterjee, Nabanita,De, Dinesh,Gupta, Mayank,Oliver, Clive L.,Saha, Ranajit. "Metal-Organic Frameworks of Cu(II) Constructed from Functionalized Ligands for High Capacity H2 and CO2 Gas Adsorption and Catalytic Studies". supporting information. p. 1810 - 1822. Retrieved 2020/02/28.