2-Bromo-6-methylaniline

Base Information

• Chemical Name: 2-Bromo-6-methylaniline
• CAS No.: 53848-17-2
• Molecular Formula: C7H8BrN
• Molecular Weight: 186.051
• Hs Code.: 2921430090
• European Community (EC) Number: 626-502-5
• DSSTox Substance ID: DTXSID90373311
• Nikkaji Number: J3.159.946F
• Wikidata: Q72446552
• Mol file: 53848-17-2.mol

Synonyms:2-Bromo-6-methylaniline;53848-17-2;Benzenamine, 2-bromo-6-methyl-;MFCD04039885;2-Bromo-6-methyl-phenylamine;Brom-amino-toluol;SCHEMBL286359;2-Bromo-6-methylaniline, 95%;DTXSID90373311;LDUCMSVRKKDATH-UHFFFAOYSA-N;CL8391;GEO-00491;AKOS005255054;CS-W007424;GS-4112;MB03160;AC-28667;SY046985;AM20060661;BB 0258136;FT-0611513;EN300-69573;W-200414

Chemical Property of 2-Bromo-6-methylaniline

Chemical Property:

• Vapor Pressure: 0.0319mmHg at 25°C
• Refractive Index: n20/D 1.6030(lit.)
• Boiling Point: 243.6 °C at 760 mmHg
• PKA: 2.39±0.10(Predicted)
• Flash Point: 101.1 °C
• PSA: 26.02000
• Density: 1.498 g/cm³
• LogP: 2.92090
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 184.98401
• Heavy Atom Count: 9
• Complexity: 94.9

Purity/Quality:

99%min ^*data from raw suppliers

2-Bromo-6-methylaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)Br)N
• Uses: 2-Bromo-6-methylaniline can be used as a reactant to synthesize: Alkyl substituted bromoindazole building blocks by Pd-catalyzed Suzuki coupling reaction with various vinyl boronic acids.Difluoropyridoindole via Pd-catalyzed intramolecular Heck reaction with difluoropiperidinone. 4-Methyl-N-phenyl-1H-benzo[d]imidazol-2-amine by one-pot Cu-catalyzed domino C-N cross-coupling reaction with iodobenzene and thiourea.

Technology Process of 2-Bromo-6-methylaniline

There total 11 articles about 2-Bromo-6-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: 83.0%

1-bromo-3-methyl-2-nitro-benzene (52414-97-8) → 2-bromo-6-methylaniline (53848-17-2)

Guidance literature:

With hydrogenchloride; tin(ll) chloride; at 0 - 50 ℃; for 2h;

DOI:10.1016/j.bmcl.2007.03.024

Reference yield: 81.0%

o-toluidine (95-53-4) → 2-bromo-6-methylaniline (53848-17-2) + 4-Bromo-2-methylaniline (583-75-5)

Guidance literature:

With dihydrogen peroxide; potassium bromide; HZSM-5; In acetic acid; at 20 ℃; for 4h;

DOI:10.1080/00397910008086993

Reference yield: 39.0%

o-toluidine (95-53-4) → 2-bromo-6-methylaniline (53848-17-2)

Guidance literature:

With dihydrogen peroxide; copper diacetate; potassium bromide; In water; at 20 ℃; for 2h;

upstream raw materials:

1-bromo-3-methyl-2-nitro-benzene

hydrogenchloride

6-amino-5-bromo-toluene-3-sulfonic acid

water

Downstream raw materials:

2,2,2-trifluoro-1-(indolin-1-yl)ethan-1-one

C₉H₁₀BrNO₂

7-bromo-2-methyl-2H-indazole

7-bromo-2H-indazole

Refernces

• 1、 -. "Novel cyclic bicarbodiimide compound and preparation method of novel cyclic bicarbodiimide compound". . . Retrieved 2017/08/29.
• 2、 Boulouard, Michel,Schumann-Bard, Pascale,Butt-Gueulle, Sabrina,Lohou, Elodie,Stiebing, Silvia,Collot, Valerie,Rault, Sylvain. "4-Substituted indazoles as new inhibitors of neuronal nitric oxide synthase". . p. 3177 - 3180. Retrieved 2008/02/04.