2-Bromo-4,6-dichlorobenzoic acid

Base Information

• Chemical Name: 2-Bromo-4,6-dichlorobenzoic acid
• CAS No.: 650598-43-9
• Molecular Formula: C7H3BrCl2O2
• Molecular Weight: 269.91
• European Community (EC) Number: 830-449-5
• DSSTox Substance ID: DTXSID40459538
• Nikkaji Number: J2.011.063E
• Wikidata: Q82283328
• Mol file: 650598-43-9.mol

Synonyms:2-Bromo-4,6-dichlorobenzoic acid;650598-43-9;SCHEMBL3528389;DTXSID40459538;TYLORTSVHWJWAD-UHFFFAOYSA-N;6-Bromo-2,4-dichlorobenzoic acid;MFCD27926964;AKOS024264360;CS-0194381;FT-0749807;E93167;EN300-6472631;Z1862025538

Chemical Property of 2-Bromo-4,6-dichlorobenzoic acid

Chemical Property:

• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 267.86935
• Heavy Atom Count: 12
• Complexity: 188

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1Cl)C(=O)O)Br)Cl

Technology Process of 2-Bromo-4,6-dichlorobenzoic acid

There total 4 articles about 2-Bromo-4,6-dichlorobenzoic acid 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: 90.0%

6-bromo-2,4-dichloro-3-(triethylsilyl)benzoic acid (650598-48-4) → 2-bromo-4,6-dichlorobenzoic acid (650598-43-9)

Guidance literature:

With potassium hydroxide; In methanol; water; for 2h; Heating;

DOI:10.1002/ejoc.200300355

Reference yield:

2-amino-4,6-dichlorobenzoic acid (20776-63-0) → 2-bromo-4,6-dichlorobenzoic acid (650598-43-9)

Guidance literature:

With tert.-butylnitrite; copper(ll) bromide; In acetonitrile; at 0 - 20 ℃;

Reference yield:

1,3-Dichlorobenzene (541-73-1) → 2-bromo-4,6-dichlorobenzoic acid (650598-43-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 89 percent / sec-butyllithium / cyclohexane; tetrahydrofuran / -75 °C

2: 63 percent / sec-butyllithium; bromine / cyclohexane; tetrahydrofuran / 0.75 h / -75 °C

3: 93 percent / 2,2,6,6-tetramethylpiperidine; butyllithium / hexane; tetrahydrofuran / 2 h / -75 °C

4: 90 percent / potassium hydroxide / methanol; H₂O / 2 h / Heating

With 2,2,6,6-tetramethyl-piperidine; potassium hydroxide; n-butyllithium; bromine; sec.-butyllithium; In tetrahydrofuran; methanol; hexane; cyclohexane; water;

DOI:10.1002/ejoc.200300355

upstream raw materials:

6-bromo-2,4-dichloro-3-(triethylsilyl)benzoic acid

1,3-Dichlorobenzene

(4-bromo-2,6-dichlorophenyl)triethylsilane

2-amino-4,6-dichlorobenzoic acid

Downstream raw materials:

2-bromo-4,6-dichlorobenzyl alcohol

2,4 dichlorobenzoic acid

Refernces

• 1、 -. "Arylaminoaryl-alkyl-substituted imidazolidine-2,4-diones, process for preparing them, medicaments comprising these compounds, and their use". Page/Page column 44. . Retrieved 2009/09/07.