1-Bromo-2-nitrobenzene

Base Information

• Chemical Name: 1-Bromo-2-nitrobenzene
• CAS No.: 577-19-5
• Molecular Formula: C6H4BrNO2
• Molecular Weight: 202.007
• Hs Code.: 29049085
• European Community (EC) Number: 209-409-0
• NSC Number: 403836
• UNII: QP2NF456XV
• DSSTox Substance ID: DTXSID9060364
• Nikkaji Number: J6.565J
• Wikidata: Q63398444
• Mol file: 577-19-5.mol

Synonyms:3-bromonitrobenzene;o-bromonitrobenzene

Chemical Property of 1-Bromo-2-nitrobenzene

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.0192mmHg at 25°C
• Melting Point: 40-42 °C(lit.)
• Refractive Index: 1.605
• Boiling Point: 261 °C at 760 mmHg
• Flash Point: 87.8 °C
• PSA: 45.82000
• Density: 1.719 g/cm³
• LogP: 2.88050
• Storage Temp.: 2-8°C
• Water Solubility.: insoluble
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 200.94254
• Heavy Atom Count: 10
• Complexity: 134

Purity/Quality:

99% ^*data from raw suppliers

1-Bromo-2-nitrobenze ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitros, Aromatic
• Canonical SMILES: C1=CC=C(C(=C1)[N+](=O)[O-])Br
• Uses: 1-Bromo-2-nitrobenzene is used in organic synthesis. It also can react with 2-methylamino-benzoic acid to get N-methyl-N-(2-nitro-phenyl)-anthranilic acid. And it is also used in the preparation of 4-methoxy-2?-nitrodiphenyl ether, 1-methoxy-3,5-bis-(2-nitro-phenoxy)benzene. 1-Bromo-2-nitrobenzene may be used in the preparation of: 4-methoxy-2′-nitrodiphenyl ether1-methoxy-3,5-bis-(2-nitro-phenoxy)benzene5-hydroxy-3-methoxy-2′-nitrodiphenyl ether

Technology Process of 1-Bromo-2-nitrobenzene

There total 53 articles about 1-Bromo-2-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-bromo-3-nitrobenzoic acid (6319-40-0) → 2-nitrophenyl bromide (577-19-5)

Guidance literature:

With sulfolane; sodium hydrogencarbonate; at 195 ℃; for 2h;

Reference yield: 89.0%

2-nitrobenzenediazonium o-benzenedisulfonimide → 2-nitrophenyl bromide (577-19-5)

Guidance literature:

With tetrabutylammomium bromide; copper; In acetonitrile; at 20 ℃; for 0.75h;

DOI:10.1021/jo9819537

Reference yield: 87.0%

(2-bromophenyl)boronic acid (244205-40-1) → 2-nitrophenyl bromide (577-19-5)

Guidance literature:

With Iron(III) nitrate nonahydrate; In toluene; at 80 ℃; for 18h; Inert atmosphere;

DOI:10.1039/c3ra45118f

upstream raw materials:

bromobenzene

nitro acetate

3-bromo-4-nitroaniline

acetic anhydride

Downstream raw materials:

N-(2-nitrophenyl)morpholine

2-[(2-nitrophenyl)amino]ethanol

bis(2-nitrophenyl)amine

2-(4-methylphenylsulfanyl)nitrobenzene

Refernces

• 1、 Fauziev, Ruslan V.,Kharchenko, Alexandr K.,Kuchurov, Ilya V.,Zharkov, Mikhail N.,Zlotin, Sergei G.. "Nitration of aromatics with dinitrogen pentoxide in a liquefied 1,1,1,2-tetrafluoroethane medium". . p. 25841 - 25847. Retrieved 2021/08/09.
• 2、 Phuc Tran, Dat,Nomoto, Akihiro,Mita, Soichiro,Dong, Chun-ping,Kodama, Shintaro,Mizuno, Takumi,Ogawa, Akiya. "Metal- and base-free synthesis of aryl bromides from arylhydrazines". supporting information. . Retrieved 2020/05/08.