5-Bromo-2-chloronitrobenzene

Base Information

• Chemical Name: 5-Bromo-2-chloronitrobenzene
• CAS No.: 16588-24-2
• Molecular Formula: C6H3BrClNO2
• Molecular Weight: 236.452
• Hs Code.: 2904990090
• European Community (EC) Number: 685-567-8
• DSSTox Substance ID: DTXSID80355888
• Nikkaji Number: J832.971K
• Wikidata: Q72453158
• Mol file: 16588-24-2.mol

Synonyms:5-Bromo-2-chloronitrobenzene;16588-24-2;4-bromo-1-chloro-2-nitrobenzene;4-bromo-1-chloro-2-nitro-benzene;Benzene, 4-bromo-1-chloro-2-nitro-;1-Bromo-4-chloro-3-nitrobenzene;MFCD05863216;4-CHLORO-3-NITROBROMOBENZENE;3-Bromo-6-chloronitrobenzene;SCHEMBL2873685;DTXSID80355888;1-Chloro-4-bromo-2-nitrobenzene;1-bromo-4-chloro-3-nitro-benzene;AKOS005070893;CS-W019135;SB34136;AC-26065;SY029795;AM20060998;B4374;FT-0660271;6P-705;A20744;EN300-1911674;AE-641/04217062;J-514539

Chemical Property of 5-Bromo-2-chloronitrobenzene

Chemical Property:

• Vapor Pressure: 0.00689mmHg at 25°C
• Melting Point: 0°C
• Refractive Index: 1.618
• Boiling Point: 279.237 °C at 760 mmHg
• Flash Point: 122.678 °C
• PSA: 45.82000
• Density: 1.827 g/cm³
• LogP: 3.53390
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 234.90357
• Heavy Atom Count: 11
• Complexity: 161

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Bromo-2-chloronitrobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Br)[N+](=O)[O-])Cl

Technology Process of 5-Bromo-2-chloronitrobenzene

There total 12 articles about 5-Bromo-2-chloronitrobenzene 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: 84.0%

→ 4-bromo-1-chloro-2-nitrobenzene (16588-24-2)

Guidance literature:

With Bromotrichloromethane; trichloroisocyanuric acid; bromine; at 10 - 120 ℃; for 18h; Photolysis;

Reference yield: 61.0%

4-bromo-2-nitrobenzoic acid (99277-71-1) → 4-bromo-1-chloro-2-nitrobenzene (16588-24-2)

Guidance literature:

With oxygen; silver carbonate; potassium hydroxide; copper dichloride; In dimethyl sulfoxide; N,N-dimethyl-formamide; at 130 - 140 ℃;

DOI:10.1016/j.tetlet.2010.10.054

Reference yield: 56.0%

3-chloro-2-nitro-benzoic acid (4771-47-5) → 4-bromo-1-chloro-2-nitrobenzene (16588-24-2)

Guidance literature:

With copper(I) oxide; potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; bismuth (III) nitrate pentahydrate; oxygen; sodium bromide; In dimethyl sulfoxide; at 170 ℃; for 10h; regioselective reaction; Schlenk technique; Green chemistry;

DOI:10.1021/acs.orglett.9b00460

upstream raw materials:

bromochlorobenzene

4-Bromo-2-nitroaniline

2-Chloronitrobenzene

4-chloro-3-nitro-benzoyl chloride

Downstream raw materials:

1-(4-Bromo-2-nitro-phenyl)-pyrrolidine

5-bromo-2-piperidin-1-yl-nitrobenzene

Refernces

• 1、 Luo, Yong,Pan, Xiaolin,Wu, Jie. "Silver-catalyzed decarboxylative halogenation of carboxylic acids". . p. 6646 - 6648. Retrieved 2010.
• 2、 -. "PROCESS FOR THE PREPARATION OF ORGANIC HALIDES". Paragraph 00122. . Retrieved 2017/08/01.
• 3、 -. "AURORA AND FLT3 KINASES MODULATORS". Page/Page column 40. . Retrieved 2013/08/28.