5-Bromo-2-chlorophenol

Base Information

• Chemical Name: 5-Bromo-2-chlorophenol
• CAS No.: 183802-98-4
• Molecular Formula: C6H4BrClO
• Molecular Weight: 207.454
• Hs Code.: 29089990
• DSSTox Substance ID: DTXSID90356200
• Nikkaji Number: J801.759J
• Wikidata: Q72453186
• Mol file: 183802-98-4.mol

Synonyms:5-bromo-2-chlorophenol;183802-98-4;2-Chloro-5-Bromophenol;5-bromo-2-chloro-phenol;Phenol, 5-bromo-2-chloro-;MFCD00672940;3-Bromo-6-chlorophenol;SCHEMBL55613;DTXSID90356200;BCP26434;5-Bromo-2-chlorophenol, AldrichCPR;BBL101790;STL555587;AKOS005255414;AC-4797;CS-W007342;PS-8061;SY023167;AM20060190;B2919;FT-0620082;EN300-37474;S-(+)-2-Octyl4-(4-hexyloxybenzoyloxy)benzoate;AO-801/41077424;J-516905;Z381430752

Chemical Property of 5-Bromo-2-chlorophenol

Chemical Property:

• Appearance/Colour: Light yellow to White crystals
• Vapor Pressure: 0.0337mmHg at 25°C
• Melting Point: 46-47 ºC
• Refractive Index: 1.619
• Boiling Point: 234.9 ºC at 760 mmHg
• PKA: 7.53±0.10(Predicted)
• Flash Point: 95.9 ºC
• PSA: 20.23000
• Density: 1.788 g/cm³
• LogP: 2.80810
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 3.1
• 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:

98% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Br)O)Cl

Technology Process of 5-Bromo-2-chlorophenol

There total 9 articles about 5-Bromo-2-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%

5-Bromo-2-chloroanisole (16817-43-9) → 5-bromo-2-chlorophenol (183802-98-4)

Guidance literature:

5-Bromo-2-chloroanisole; With boron tribromide; In dichloromethane; at 0 - 20 ℃; for 20.6667h;

With water; In dichloromethane; at 0 ℃; for 0.5h;

Reference yield: 72.0%

3-Bromophenol (591-20-8) → 3-bromo-4-chlorophenol (13659-24-0) + 5-bromo-2-chlorophenol (183802-98-4) + 3 -bromo-2-chlorophenol (863870-87-5)

Guidance literature:

With N-chloro-succinimide; (R)-[1,1′-binaphthalene]-2,2′-diylbis-(diphenylphosphine sulfide); In chloroform-d1; at 20 ℃; for 2h; regioselective reaction;

DOI:10.1021/acs.orglett.6b02650

Reference yield: 60.0%

3-Bromophenol (591-20-8) → 3-bromo-4-chlorophenol (13659-24-0) + 5-bromo-2-chlorophenol (183802-98-4)

Guidance literature:

With N-chloro-succinimide; 1-(3,5-bis(trifluoromethyl)phenyl)-3-((1S,2S)-2-(mesitylselanyl)-2,3-dihydro-1H-inden-1-yl)thiourea; In chloroform-d1; at 20 ℃; for 12h; regioselective reaction;

DOI:10.1021/acs.joc.0c01917

upstream raw materials:

4-bromo-1,2-dichlorobenzene

sodium methylate

5-bromo-2-chloroaniline

2,3,4-tribromo-6-chloro-phenol

Downstream raw materials:

3-bromo-2,4,6-trichloro-phenol

2,3,4-tribromo-6-chloro-phenol

1-bromo-3-isopropoxy-4-chlorobenzene

4-bromo-1-chloro-2-(tri-isopropyl-silyloxy)-benzene

Refernces

• 1、 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.
• 2、 -. "TRIAZOLOPYRIDINE COMPOUNDS". Page/Page column 43. . Retrieved 2008/06/13.