1-Bromo-3-nitrobenzene

Base Information

• Chemical Name: 1-Bromo-3-nitrobenzene
• CAS No.: 585-79-5
• Molecular Formula: C6H4BrNO2
• Molecular Weight: 202.007
• Hs Code.: 29049090
• European Community (EC) Number: 209-563-9
• NSC Number: 7084
• DSSTox Substance ID: DTXSID3060409
• Nikkaji Number: J29.535C
• Wikidata: Q63392976
• Mol file: 585-79-5.mol

Synonyms:3-bromonitrobenzene;o-bromonitrobenzene

Chemical Property of 1-Bromo-3-nitrobenzene

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.0299mmHg at 25°C
• Melting Point: 51-54 °C
• Refractive Index: 1.6050 (estimate)
• Boiling Point: 265 °C at 760 mmHg
• Flash Point: 103.6 °C
• PSA: 45.82000
• Density: 1.719 g/cm³
• LogP: 2.88050
• Storage Temp.: Refrigerator
• Solubility.: 10g/l
• XLogP3: 2.6
• 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:

98% ^*data from raw suppliers

3-Bromonitrobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, T, Xi
• Hazard Codes: Xn,T,Xi
• Statements: 36/37/38-20/21/22-33-23/24/25
• Safety Statements: 36/37/39-26-22-45-37-28A-28-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitros, Aromatic
• Canonical SMILES: C1=CC(=CC(=C1)Br)[N+](=O)[O-]
• Uses: Labelled glycerol kinase substrate specificity

Technology Process of 1-Bromo-3-nitrobenzene

There total 45 articles about 1-Bromo-3-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: 97.1%

nitrobenzene (98-95-3,26969-40-4) → m-nitrobromobenzene (585-79-5)

Guidance literature:

With sodium bromate; potassium sulfate; sulfuric acid; In water; at 40 - 50 ℃; for 2h; regioselective reaction; Cooling with ice;

DOI:10.1021/op9901947

Reference yield: 90.0%

3-nitrophenylhydrazine hydrochloride (51516-96-2,636-95-3) → m-nitrobromobenzene (585-79-5)

Guidance literature:

With boron tribromide; dimethyl sulfoxide; at 80 ℃; for 1h;

DOI:10.1016/j.tetlet.2020.151959

Reference yield: 80.0%

m-Bromoaniline (591-19-5) → m-nitrobromobenzene (585-79-5)

Guidance literature:

With dihydrogen peroxide; potassium carbonate; In water; acetonitrile; at 20 ℃;

DOI:10.1016/j.tetlet.2019.151076

upstream raw materials:

2,6-dibromo-4-nitroaniline

4-Bromo-2-nitroaniline

nitrobenzene

Silber-(3-nitro-benzoat)

Downstream raw materials:

1-methoxy-3-(3-nitro-phenoxy)-benzene

1-chloro-3-(3-nitrophenoxy)benzene

4-Bromobenzoic acid

2-bromobenzoic-acid

Refernces

• 1、 Shao, Hao,Foley, David W.,Huang, Shiliang,Abbas, Abdullahi Y.,Lam, Frankie,Gershkovich, Pavel,Bradshaw, Tracey D.,Pepper, Chris,Fischer, Peter M.,Wang, Shudong. "Structure-based design of highly selective 2,4,5-trisubstituted pyrimidine CDK9 inhibitors as anti-cancer agents". supporting information. . Retrieved 2021/02/16.
• 2、 Tang, Yan-Ling,Xia, Xian-Song,Gao, Jin-Chun,Li, Min-Xin,Mao, Ze-Wei. "Direct bromodeboronation of arylboronic acids with CuBr2 in water". supporting information. . Retrieved 2021/01/05.