4-Bromo-2-nitrotoluene

Base Information

• Chemical Name: 4-Bromo-2-nitrotoluene
• CAS No.: 60956-26-5
• Molecular Formula: C7H6BrNO2
• Molecular Weight: 216.034
• Hs Code.: 29039990
• European Community (EC) Number: 262-536-3
• DSSTox Substance ID: DTXSID10209784
• Nikkaji Number: J268.360A
• Wikidata: Q72448788
• Mol file: 60956-26-5.mol

Synonyms:4-Bromo-2-nitrotoluene;60956-26-5;4-bromo-1-methyl-2-nitrobenzene;2-nitro-4-bromotoluene;MFCD00041243;Benzene, 4-bromo-1-methyl-2-nitro-;4-bromo-6-nitrotoluene;bromo(4-)-2-nitrotoluene;EINECS 262-536-3;5-Bromo-2-methylnitrobenzene;4-bromo-1-methyl-2-nitro-benzene;4-brom-2-nitrotoluol;Maybridge1_002072;4-bromo-2-nitro-toluene;SCHEMBL375669;4-Bromo-2-nitrotoluene, 97%;HMS547G04;1-methyl-2-nitro-4-bromobenzene;DTXSID10209784;CCG-42439;STK368434;AKOS005444432;AB01864;AC-1724;CS-W022097;GS-3050;NCGC00340962-01;SY004081;A8474;AM20060687;B1843;FT-0617796;B-8946;EN300-124451;AB01331730-02;J-514687;SR-01000632438-1;F9995-1033

Chemical Property of 4-Bromo-2-nitrotoluene

Chemical Property:

• Appearance/Colour: Yellow to light orange crystals or cryst. powder
• Vapor Pressure: 0.0246mmHg at 25°C
• Melting Point: 45-48 °C(lit.)
• Refractive Index: 1.592
• Boiling Point: 256.5 °C at 760 mmHg
• Flash Point: 112.7 °C
• PSA: 45.82000
• Density: 1.615 g/cm³
• LogP: 3.18890
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: water: insoluble(lit.)
• Water Solubility.: insoluble
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 214.95819
• Heavy Atom Count: 11
• Complexity: 157

Purity/Quality:

98% ^*data from raw suppliers

4-Bromo-2-nitrotoluene ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(C=C(C=C1)Br)[N+](=O)[O-]
• Uses: 4-Bromo-2-nitrotoluene may be used as a starting material in the synthesis of the following:4-bromo-2-nitrobenzylidene4-bromo-2-nitrobenzaldehyde4-bromo-2-chlorotoluene4-bromo-2-nitrobenzoic acid by oxidation6-bromoindole by Batcho-Leimgruber indole synthesis3-(4-bromo-2-nitrophenyl)-2-[2-(tert-butyldimethylsilanyloxy)ethyl]-N-(2,4-dichloro-6-iodophenyl)-N-methoxymethylacrylamide

Technology Process of 4-Bromo-2-nitrotoluene

There total 29 articles about 4-Bromo-2-nitrotoluene 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: 85.0%

5-bromo-2-methyl-3-nitro-benzoic acid (107650-20-4) → 4-bromo-2-nitrotoluene (60956-26-5)

Guidance literature:

With sulfolane; sodium hydrogencarbonate; at 200 ℃; for 2h;

Reference yield: 75.0%

2-nitro-toluene-4-diazonium ; tetrafluoroborate → 4-bromo-2-nitrotoluene (60956-26-5)

Guidance literature:

With N-Bromosuccinimide; tetrabutylammonium perchlorate; In methanol; N,N-dimethyl-formamide; at 20 ℃; for 3h; Electrochemical reaction;

DOI:10.1039/c8sc03346c

Reference yield: 70.0%

5-bromo-2-methylaniline (39478-78-9) → 4-bromo-2-nitrotoluene (60956-26-5)

Guidance literature:

With diphenyl diselenide; dihydrogen peroxide; In water; at 20 ℃; for 3h;

DOI:10.1039/d0gc04322b

upstream raw materials:

ethanol

para-bromotoluene

1-methyl-2-nitrobenzene

mercury(II) diacetate

Downstream raw materials:

2-bromo-5-methylbenzoic acid

(4-methyl-3-nitro-phenyl)-p-tolyl ether

4-bromo-2,3-dinitro-toluene

5-bromo-2-methyl-1,3-dinitrobenzene

Refernces

• 1、 Wu, Jian-Wei,Zhang, Pu,Guo, Zhi-Xin. "Nitration of deactivated aromatic compounds via mechanochemical reaction". supporting information. . Retrieved 2021/05/05.
• 2、 Scott Wiens,Johnson, Jerry L.,Gribble, Gordon W.. "Concerning the preparation of 6-bromotryptamine". . . Retrieved 2021/03/15.