5-Bromo-1,2,3-trichlorobenzene

Base Information

• Chemical Name: 5-Bromo-1,2,3-trichlorobenzene
• CAS No.: 21928-51-8
• Molecular Formula: C6H2BrCl3
• Molecular Weight: 260.345
• Hs Code.: 2903999090
• European Community (EC) Number: 661-193-0
• DSSTox Substance ID: DTXSID00399582
• Nikkaji Number: J1.936.665K
• Wikidata: Q72510236
• Mol file: 21928-51-8.mol

Synonyms:5-bromo-1,2,3-trichlorobenzene;21928-51-8;3,4,5-TRICHLOROBROMOBENZENE;Benzene, 5-bromo-1,2,3-trichloro-;1-BROMO-3,4,5-TRICHLORO-BENZENE;MFCD00155009;1-bromo-3,4,5-trichlorobenzene;5-bromo-1,2,3-trichloro-benzene;SCHEMBL10872330;DTXSID00399582;1,2,3-Trichloro-5-bromobenzene;VZUMVBQMJFFYRM-UHFFFAOYSA-N;BCP05914;CL8617;AKOS005258974;AM62698;CS-W008419;DS-0848;AC-23654;SY014524;A4695;FT-0658862;EN300-204382;A1-00435;Q-101231

Chemical Property of 5-Bromo-1,2,3-trichlorobenzene

Chemical Property:

• Vapor Pressure: 0.0147mmHg at 25°C
• Melting Point: 60 °C
• Refractive Index: 1.603
• Boiling Point: 265.8 °C at 760 mmHg
• Flash Point: 127.2 °C
• PSA: 0.00000
• Density: 1.84 g/cm³
• LogP: 4.40930
• Storage Temp.: Room temperature.
• Solubility.: Chloroform, Methanol (Slightly)
• Water Solubility.: Slightly soluble in water.
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 257.84055
• Heavy Atom Count: 10
• Complexity: 108

Purity/Quality:

99% ^*data from raw suppliers

5-Bromo-1,2,3-trichlorobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1Cl)Cl)Cl)Br
• Uses: It is a multipurpose intermediate commonly used as a pharmaceutical intermediate. 5-Bromo-1,2,3-trichlorobenzene is a useful intermediate in the preparation of isoxazole derivatives for controlling parasites, such as Rhipicephalus sanguineous nymphs.

Technology Process of 5-Bromo-1,2,3-trichlorobenzene

There total 13 articles about 5-Bromo-1,2,3-trichlorobenzene 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: 99.0%

3,4,5-trichlorobenzenediazonium tetrafluoroborate (2106-38-9) → 5-bromo-1,2,3-trichloro-benzene (21928-51-8)

Guidance literature:

With dibenzo-18-crown-6; potassium bromide; copper(ll) bromide; 1,10-Phenanthroline; copper(I) bromide; In acetonitrile; at 20 ℃; for 0.333333h;

DOI:10.1055/s-2007-983784

Reference yield: 89.0%

4-bromo-2,6-dichloroaniline (697-88-1) → 5-bromo-1,2,3-trichloro-benzene (21928-51-8)

Guidance literature:

4-bromo-2,6-dichloroaniline; With hydrogenchloride; In water; toluene; at 90 - 95 ℃; for 1h; Large scale;

With tert.-butylnitrite; In water; toluene; at -5 - 20 ℃; for 0.5h; Large scale;

With copper(I) oxide; hydrogenchloride; In water; at 60 - 65 ℃; for 0.5h; Large scale;

Reference yield: 49.0%

1,5-dibromo-2,3,4-trichlorobenzene (811720-26-0) → 5-bromo-1,2,3-trichloro-benzene (21928-51-8)

Guidance literature:

1,5-dibromo-2,3,4-trichlorobenzene; With diisopropylamine; In tetrahydrofuran; hexane; at -75 ℃; for 2h;

With n-butyllithium; In tetrahydrofuran; diethyl ether; hexane; at -100 ℃; for 0.25h;

With n-butyllithium; In diethyl ether; hexane; at -100 ℃; for 0.25h;

DOI:10.1002/ejoc.200600350

upstream raw materials:

4-bromo-2,6-dichloroaniline

1,5-dibromo-2,3,4-trichlorobenzene

3,4,5-trichlorobenzenediazonium tetrafluoroborate

trimethyl(2,3,4-trichlorophenyl)silane

Downstream raw materials:

3,4,5-Trichlor-4'-trifluormethylbenzophenon

3,4,5-trichlorobenzoic acid

3,3-dimethyl-5-(5-methyl-5-(3,4,5-trichlorophenyl)-4,5-dihydroisoxazol-3-yl)benzo[c][1,2]oxaborol-1(3H)-ol

5-(5-(fluoromethyl)-5-(3,4,5-trichlorophenyl)-4,5-dihydroisoxazol-3-yl)-3,3-dimethylbenzo[c][1,2]oxaborol-1(3H)-ol

Refernces

• 1、 -. "PROCESS FOR PREPARATION OF 5-BROMO-1, 2, 3-TRICHLOROBENZENE". Page/Page column 12; 13. . Retrieved 2021/08/06.
• 2、 Sott, Richard,Hawner, Christine,Johansen, Jon E.. "Synthesis of dioxin-like monofluorinated PCBs: for the use as internal standards for PCB analysis". . p. 4135 - 4142. Retrieved 2008/09/20.