2-Bromo-3-chlorophenol

Base Information

• Chemical Name: 2-Bromo-3-chlorophenol
• CAS No.: 855836-62-3
• Molecular Formula: C6H4 Br Cl O
• Molecular Weight: 207.454
• Hs Code.: 2908199090
• DSSTox Substance ID: DTXSID60479253
• Nikkaji Number: J2.460.244C
• Wikidata: Q82313235
• Mol file: 855836-62-3.mol

Synonyms:2-Bromo-3-chlorophenol;855836-62-3;Phenol, 2-bromo-3-chloro-;MFCD04037216;2-Bromo-3-chloro-phenol;Chlorbromphenole;SCHEMBL263539;DTXSID60479253;CL8459;AKOS015891407;AM82954;CS-W007088;MB03079;DS-15861;SY059277;FT-0687037;EN300-624354;A863534

Chemical Property of 2-Bromo-3-chlorophenol

Chemical Property:

• Melting Point: 55.5 °C
• Boiling Point: 233.0±20.0 °C(Predicted)
• PKA: 7.47±0.10(Predicted)
• PSA: 20.23000
• Density: 1.788±0.06 g/cm3(Predicted)
• LogP: 2.80810
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 205.91341
• Heavy Atom Count: 9
• Complexity: 99.1

Purity/Quality:

99% ^*data from raw suppliers

2-Bromo-3-chlorophenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Bromo-3-chlorophenol

There total 6 articles about 2-Bromo-3-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: 82.0%

O-2-bromo-3-chlorophenyl N,N-diethylcarbamate (863870-78-4) → 2-bromo-3-chlorophenol (855836-62-3)

Guidance literature:

With sodium hydroxide; In ethanol; Heating;

DOI:10.1021/jo0508402

Reference yield:

3-monochlorophenol (108-43-0) → 2,4-dibromo-5-chlorophenol (89284-48-0) + 2-Bromo-5-chlorophenol (13659-23-9) + 4-bromo-3-chlorophenol (13631-21-5) + 2-bromo-3-chlorophenol (855836-62-3)

Guidance literature:

With tetrafluoroboric acid diethyl ether; N-Bromosuccinimide; In acetonitrile; for 2h; Yield given. Yields of byproduct given; Ambient temperature;

DOI:10.1021/jo9622993

Reference yield:

3-monochlorophenol (108-43-0) → 2,4,6-tribromo-3-chlorophenol (40979-03-1) + 2-Bromo-5-chlorophenol (13659-23-9) + 4-bromo-3-chlorophenol (13631-21-5) + 2-bromo-3-chlorophenol (855836-62-3)

Guidance literature:

With N-Bromosuccinimide; In acetonitrile; for 1.5h; Further byproducts given; Ambient temperature;

DOI:10.1021/jo9622993

upstream raw materials:

3-monochlorophenol

O-2-bromo-3-chlorophenyl N,N-diethylcarbamate

3-chlorophenyl N,N-diethylcarbamate

Downstream raw materials:

3-bromo-4-chloro-2-hydroxybenzaldehyde

Refernces

• 1、 Suresh, Palaniswamy,Annalakshmi, Subramanian,Pitchumani, Kasi. "Regioselective monobromination of substituted phenols in the presence of β-cyclodextrin". . p. 4959 - 4967. Retrieved 2008/02/02.
• 2、 Oberhauser, Thomas. "A New Bromination Method for Phenols and Anisoles: NBS/HBF4*Et2O in CH3CN". . p. 4504 - 4506. Retrieved 2007/10/03.