4-Bromo-3,5-dichlorophenol

Base Information

• Chemical Name: 4-Bromo-3,5-dichlorophenol
• CAS No.: 1940-28-9
• Molecular Formula: C6H3BrCl2O
• Molecular Weight: 241.899
• DSSTox Substance ID: DTXSID10356323
• Nikkaji Number: J1.923.594G
• Wikidata: Q82135592
• Mol file: 1940-28-9.mol

Synonyms:4-bromo-3,5-dichlorophenol;1940-28-9;3,5-dichloro-4-bromophenol;Phenol, 4-bromo-3,5-dichloro-;SCHEMBL2036113;DTXSID10356323;WESPEUKZHWMEIQ-UHFFFAOYSA-N;BAA94028;BS-25458;CS-0108465;C91269;AA-516/12432183

Chemical Property of 4-Bromo-3,5-dichlorophenol

Chemical Property:

• Melting Point: 121-123 °C
• Boiling Point: 304.4±37.0 °C(Predicted)
• PKA: 7.49±0.23(Predicted)
• PSA: 20.23000
• Density: 1.890±0.06 g/cm3(Predicted)
• LogP: 3.46150
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 239.87443
• Heavy Atom Count: 10
• Complexity: 110

Purity/Quality:

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

4-BROMO-3,5-DICHLOROPHENOL 95.00% ^*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)Br)Cl)O

Technology Process of 4-Bromo-3,5-dichlorophenol

There total 4 articles about 4-Bromo-3,5-dichlorophenol 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: 16.0%

2-(4-bromo-3,5-dichlorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (942069-45-6) → 3,5-dichloro-4-bromophenol (1940-28-9)

Guidance literature:

With oxone; In water; acetone; at 20 ℃;

DOI:10.1021/acs.jmedchem.7b00373

Reference yield:

1-bromo-2,6-dichlorobenzene (19393-92-1) → 3,5-dichloro-4-bromophenol (1940-28-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1,2-bis(dimethylphosphino)ethane; (indenyl)Ir(1,5-cyclooctadiene) / cyclohexane / 3.5 h / 150 °C

2: aq. oxone / acetone / 0.12 h / 25 °C

With Oxone; (η⁵-indenyl)(η⁴-1,5-cyclooctadiene)iridium(I); 1,2-bis(dimethylphosphanyl)ethane; In cyclohexane; acetone;

DOI:10.1021/ja0349857

Reference yield:

3,5-dichlorophenol (591-35-5) + diphenyl sulfide (139-66-2) → 3,5-dichloro-4-bromophenol (1940-28-9)

Guidance literature:

With bromine; aluminium chloride;

upstream raw materials:

2-(4-bromo-3,5-dichlorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

1-bromo-2,6-dichlorobenzene

3,5-dichlorophenol

diphenyl sulfide

Downstream raw materials:

2,6-dichloro-4-[2-(2-naphthalenyloxy)ethoxy]-alpha-oxobenzeneacetic acid methyl ester

4-bromo-3,5-dichlorophenyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside

Refernces

• 1、 -. "COMPOUNDS AND METHODS OF PROMOTING MYELINATION". Page/Page column 31. . Retrieved 2019/07/13.
• 2、 -. "Process for the synthesis of phenols from arenes". Page 14; 18. . Retrieved 2008/06/13.