4-Bromo-2-methyl-6-nitroaniline

Base Information

• Chemical Name: 4-Bromo-2-methyl-6-nitroaniline
• CAS No.: 77811-44-0
• Molecular Formula: C7H7BrN2O2
• Molecular Weight: 231.049
• Hs Code.: 29214200
• European Community (EC) Number: 616-508-6
• DSSTox Substance ID: DTXSID50335036
• Nikkaji Number: J307.949J
• Wikidata: Q72447459
• Mol file: 77811-44-0.mol

Synonyms:4-Bromo-2-methyl-6-nitroaniline;77811-44-0;4-Bromo-2-methyl-6-nitro-phenylamine;2-Amino-5-bromo-3-nitrotoluene;Benzenamine, 4-bromo-2-methyl-6-nitro-;4-bromo-2-methyl-6-nitrobenzenamine;4-bromo-6-nitro-o-toluidine;4-bromo-2-methyl-6-nitrophenylamine;MFCD00052919;2-Nitro-4-bromo-6-methylaniline;4-bromo-2-methyl-6-nitro-aniline;4-BROMO-2-METHYL-6-NITROANILIN;SCHEMBL153660;4-bromo-6-methyl-2-nitroaniline;DTXSID50335036;BCP08514;CS-M1979;GEO-00501;STL497394;AKOS005071333;AC-3719;AM62103;SB11755;4-Bromo-2-methyl-6-nitroaniline, 97%;BenzenaMine,4-broMo-2-Methyl-6-nitro-;BP-10231;SY018595;A9827;B3730;FT-0617786;EN300-41031;M04061;9T-0039;AN-584/43496265;J-508478;W-200503;Z415658618

Chemical Property of 4-Bromo-2-methyl-6-nitroaniline

Chemical Property:

• Appearance/Colour: orange to orange-brown glistening crystals
• Vapor Pressure: 0.000211mmHg at 25°C
• Melting Point: 143-147 °C
• Refractive Index: 1.648
• Boiling Point: 326.8 °C at 760 mmHg
• PKA: -1.23±0.25(Predicted)
• Flash Point: 151.4 °C
• PSA: 71.84000
• Density: 1.698 g/cm³
• LogP: 3.35230
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Water Solubility.: Slightly soluble in water and soluble in hot methanol.
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 229.96909
• Heavy Atom Count: 12
• Complexity: 183

Purity/Quality:

99.5% ^*data from raw suppliers

2-Amino-5-bromo-3-nitrotoluene ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1N)[N+](=O)[O-])Br
• Uses: It is used in the design and synthesis of CK2 inhibitors and in the docking studies of novel telmisartan-glitazone hybrid analogs for the treatment of metabolic syndrome.

Technology Process of 4-Bromo-2-methyl-6-nitroaniline

There total 6 articles about 4-Bromo-2-methyl-6-nitroaniline 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: 97.7%

2-Methyl-6-nitroaniline (570-24-1) → 4-bromo-2-methyl-6-nitroaniline (77811-44-0)

Guidance literature:

With hydrogen bromide; dihydrogen peroxide; In ethanol; water; at 60 ℃; for 1h; Product distribution / selectivity;

Reference yield: 61.0%

N-(4-bromo-2-methyl-6-nitrophenyl)-2,2,2-trifluoroacetamide → 4-bromo-2-methyl-6-nitroaniline (77811-44-0)

Guidance literature:

With potassium carbonate; In methanol; water; for 1h; Reflux;

Reference yield: 35.0%

4-Bromo-2-methylaniline (583-75-5) → 4-bromo-2-methyl-6-nitroaniline (77811-44-0)

Guidance literature:

4-Bromo-2-methylaniline; With nitric acid; acetic anhydride; for 1.33333h; Cooling with ice;

With sodium hydrogencarbonate; In water; ethyl acetate;

With hydrogenchloride; In ethanol; water; at 90 ℃; for 4.5h; Reflux;

upstream raw materials:

N-(2-methylphenyl)acetamide

4'-bromo-2'-methylacetanilide

2-Methyl-6-nitroaniline

o-toluidine

Downstream raw materials:

5-bromo-7-nitro-1H-indazole

4-bromo-2-methyl-6-nitrophenylazide

2,4-dimethyl-6-phenylbenzimidazole

2-(2-hydroxyethyl)-4-methyl-6-phenylbenzimidazole

Refernces

• 1、 -. "TRICYCLIC COMPOUND". Page/Page column 84. . Retrieved 2011/06/23.
• 2、 Marterer, Wolfgang,Prikoszovich, Walter,Wiss, Jacques,Prashad, Mahavir. "The nitration of 8-methylquinoxalines in mixed acid". . p. 318 - 323. Retrieved 2013/09/06.