2-Bromo-4-methyl-1-nitrobenzene

Base Information

• Chemical Name: 2-Bromo-4-methyl-1-nitrobenzene
• CAS No.: 40385-54-4
• Molecular Formula: C7H6BrNO2
• Molecular Weight: 216.034
• Hs Code.: 2904909090
• DSSTox Substance ID: DTXSID10429086
• Nikkaji Number: J258.209K
• Wikidata: Q82241993
• Mol file: 40385-54-4.mol

Synonyms:2-bromo-4-methyl-1-nitrobenzene;40385-54-4;3-Bromo-4-nitrotoluene;2-bromo-4-methyl-1-nitro-benzene;Benzene, 2-bromo-4-methyl-1-nitro-;3-bromo-4-nitro-toluene;SCHEMBL2970916;DTXSID10429086;1-Nitro-2-bromo-4-methylbenzene;JXNZCXHQQAUHBJ-UHFFFAOYSA-N;CL8897;MFCD00234267;AKOS005266439;AS-19865;CS-0099379;FT-0748229;EN300-98916;A873359;AC-907/25004621

Chemical Property of 2-Bromo-4-methyl-1-nitrobenzene

Chemical Property:

• Vapor Pressure: 0.024mmHg at 25°C
• Melting Point: 37.8°C
• Refractive Index: 1.6120 (estimate)
• Boiling Point: 269°C (rough estimate)
• PSA: 45.82000
• Density: 1.6841 (rough estimate)
• LogP: 3.18890
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.8
• 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:

98.5% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1)[N+](=O)[O-])Br

Technology Process of 2-Bromo-4-methyl-1-nitrobenzene

There total 12 articles about 2-Bromo-4-methyl-1-nitrobenzene 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: 92.0%

4-methylaniline hydrobromide (67614-05-5) → 2-bromo-4-nitrotoluene (7745-93-9) + 3-bromo-4-nitrotoluene (40385-54-4)

Guidance literature:

With 3,3-dimethyldioxirane; In acetone; at 20 ℃;

Reference yield: 84.0%

2-bromo-p-toluidine (583-68-6) → 3-bromo-4-nitrotoluene (40385-54-4)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In toluene; for 6h; Heating;

DOI:10.1021/ja044325h

Reference yield: 44.0%

meta-bromotoluene (591-17-3) → 5-bromo-2-nitrotoluene (52414-98-9) + 3-bromo-4-nitrotoluene (40385-54-4) + 5-bromo-2,4-dinitro-toluene (5411-53-0,136833-29-9)

Guidance literature:

With Iron(III) nitrate nonahydrate; phosphorus pentoxide; In neat (no solvent); at 20 ℃; for 6h; Milling; Green chemistry;

DOI:10.1016/j.tetlet.2021.153087

upstream raw materials:

meta-bromotoluene

5-methyl-2-nitroaniline

2-bromo-p-toluidine

4-methylaniline hydrobromide

Downstream raw materials:

[2-(5-methyl-2-nitro-anilino)-phenyl]-arsonic acid

(5-methyl-2-nitrophenyl)(phenyl)sulfane

3-Bromo-4-nitrobenzoic acid

(S)-2-Hydroxy-4-(5-methyl-2-nitro-phenylamino)-butyric acid

Refernces

• 1、 Baek, Junghyun,Ban, Jaeyoung,Lim, Minkyung,Rhee, Hakjune,Shabbir, Saira. "Site-Specific Synthesis of Carbazole Derivatives through Aryl Homocoupling and Amination". . p. 917 - 927. Retrieved 2020/03/13.
• 2、 Pirrung, Michael C.,Liu, Yufa,Deng, Liu,Halstead, Diana K.,Li, Zhitao,May, John F.,Wedel, Michael,Austin, Darrell A.,Webster, Nicholas J. G.. "Methyl scanning: Total synthesis of demethylasterriquinone B1 and derivatives for identification of sites of interaction with and isolation of its receptor(s)". . p. 4609 - 4624. Retrieved 2007/10/03.