2,4-Dibromo-6-chlorophenol

Base Information

• Chemical Name: 2,4-Dibromo-6-chlorophenol
• CAS No.: 4526-56-1
• Molecular Formula: C6H3Br2ClO
• Molecular Weight: 286.35
• Hs Code.: 2908199090
• European Community (EC) Number: 620-945-8
• DSSTox Substance ID: DTXSID40196456
• Nikkaji Number: J28.700H
• Wikidata: Q83069496
• Metabolomics Workbench ID: 177708
• Mol file: 4526-56-1.mol

Synonyms:2,4-Dibromo-6-chlorophenol;4526-56-1;Phenol, 2,4-dibromo-6-chloro-;2-chloro-4,6-dibromophenol;SCHEMBL4644670;DTXSID40196456;MFCD00029692;AKOS024336179;AB92883;CS-0452619;E89348

Chemical Property of 2,4-Dibromo-6-chlorophenol

Chemical Property:

• Vapor Pressure: 0.0126mmHg at 25°C
• Boiling Point: 251.8°Cat760mmHg
• Flash Point: 106.1°C
• PSA: 20.23000
• Density: 2.166g/cm³
• LogP: 3.57060
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 285.82187
• Heavy Atom Count: 10
• Complexity: 122

Purity/Quality:

95% ^*data from raw suppliers

2,4-Dibromo-6-chlorophenol ^*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)O)Br)Br
• Uses: 2,4-Dibromo-6-chlorophenol is a useful reagent for organic synthesis. It is used in the green scalable one-minute synthesis of phenols via ipso-hydroxylation of arylboronic acids.

Technology Process of 2,4-Dibromo-6-chlorophenol

There total 13 articles about 2,4-Dibromo-6-chlorophenol 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: 98.0%

2-monochlorophenol (95-57-8) → 2,4-dibromo-6-chlorophenol (4526-56-1)

Guidance literature:

With bromine; In water; at 20 ℃; for 0.25h;

DOI:10.1021/acs.joc.8b00188

Reference yield: 75.0%

2-monochlorophenol (95-57-8) → 4-bromo-2-chlorophenol (3964-56-5) + 2-bromo-6-chlorophenol (2040-88-2) + 2,4-dibromo-6-chlorophenol (4526-56-1)

Guidance literature:

With N-Bromosuccinimide; thiourea; In acetonitrile; at 20 ℃; for 2h; regioselective reaction;

DOI:10.1016/j.tet.2017.10.005

Reference yield: 55.0%

4-bromo-2-chlorophenol (3964-56-5) → 2,4-dibromo-6-chlorophenol (4526-56-1)

Guidance literature:

With bromine; In acetic acid; at 80 ℃; for 24h;

DOI:10.1007/s002440010298

upstream raw materials:

2,4-dibromophenol

2-monochlorophenol

bromine

4,6-dibromo-2-chloro-3-hydroxy-benzaldehyde

Downstream raw materials:

4-bromo-2-chlorophenol

4-bromo-6-chloro-2-nitrophenol

2-bromo-6-chloro-4-nitrophenol

2-bromo-6-chlorophenol

Refernces

• 1、 -. "Method for photocatalytic synthesis of polybrominated phenol compound in water phase". Paragraph 0012; 0023. . Retrieved 2019/08/30.
• 2、 Xiong, Xiaodong,Yeung, Ying-Yeung. "Ammonium Salt-Catalyzed Highly Practical Ortho-Selective Monohalogenation and Phenylselenation of Phenols: Scope and Applications". . p. 4033 - 4043. Retrieved 2018/05/22.