2-Bromo-6-chlorophenol

Base Information

• Chemical Name: 2-Bromo-6-chlorophenol
• CAS No.: 2040-88-2
• Molecular Formula: C6H4BrClO
• Molecular Weight: 207.454
• Hs Code.: 2908199090
• European Community (EC) Number: 811-665-9
• DSSTox Substance ID: DTXSID40174350
• Nikkaji Number: J1.552.929F
• Wikidata: Q83044422
• Mol file: 2040-88-2.mol

Synonyms:2-Bromo-6-chlorophenol;2040-88-2;Phenol, 2-bromo-6-chloro-;MFCD09907875;Phenol,2-bromo-6-chloro-;2-chloro-6-bromophenol;SCHEMBL2018126;DTXSID40174350;LUECOFFMVWPWDR-UHFFFAOYSA-N;AKOS016001419;CS-W018857;MB08152;AC-28473;SY034449;FT-0687031;EN300-199809;A879639;Z1269200416

Chemical Property of 2-Bromo-6-chlorophenol

Chemical Property:

• Vapor Pressure: 0.183mmHg at 25°C
• Melting Point: 50-52 °C
• Refractive Index: 1.619
• Boiling Point: 204.6 °C at 760 mmHg
• PKA: 6.96±0.10(Predicted)
• Flash Point: 77.5 °C
• PSA: 20.23000
• Density: 1.788 g/cm³
• LogP: 2.80810
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 3.3
• 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-6-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)Br)O)Cl

Technology Process of 2-Bromo-6-chlorophenol

There total 18 articles about 2-Bromo-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: 91.0%

2-Bromo-6-chloro-phenol; compound with dimethyl-amine (104892-01-5) → 2-bromo-6-chlorophenol (2040-88-2)

Guidance literature:

With sulfuric acid; Heating;

Reference yield: 86.0%

2-hydroxybromobenzene (95-56-7) → 2-bromo-4-chlorophenol (695-96-5) + 2-bromo-6-chlorophenol (2040-88-2)

Guidance literature:

2-hydroxybromobenzene; With sulfuric acid; In acetonitrile; at 20 ℃; for 0.0833333h;

With N-chloro-succinimide; In acetonitrile; at 20 ℃; for 3h; Reagent/catalyst; regioselective reaction;

DOI:10.1080/00397911.2019.1711415

Reference yield: 80.0%

2-hydroxybromobenzene (95-56-7) → 2-bromo-6-chlorophenol (2040-88-2)

Guidance literature:

With 1,3-dichloro-5,5-dimethylhydantoin; diisopropylamine hydrochloride; In toluene; at 0 ℃; for 4h; regioselective reaction; Darkness;

DOI:10.1021/acscatal.8b00327

upstream raw materials:

2-monochlorophenol

2-Bromo-6-chloro-phenol; compound with dimethyl-amine

2,4-dibromo-6-chlorophenol

2-hydroxybromobenzene

Downstream raw materials:

2-chloro-6-(trimethylsilyl)phenyl trifluoromethanesulfonate

Refernces

• 1、 Dinh, Andrew N.,Maddox, Sean M.,Vaidya, Sagar D.,Saputra, Mirza A.,Nalbandian, Christopher J.,Gustafson, Jeffrey L.. "Catalyst-Controlled Regioselective Chlorination of Phenols and Anilines through a Lewis Basic Selenoether Catalyst". . p. 13895 - 13905. Retrieved 2020/11/03.
• 2、 Bovonsombat, Pakorn,Teecomegaet, Pattaradra,Kulvaranon, Panisanun,Pandey, Aditi,Chobtumskul, Kittithorn,Tungsirisurp, Sireethorn,Sophanpanichkul, Punyanuch,Losuwanakul, Satreerat,Soimaneewan, Dechathon,Kanjanwongpaisan, Patcharida,Siricharoensang, Pornpawit,Choosakoonkriang, Sirirat. "Regioselective monobromination of aromatics via a halogen bond acceptor-donor interaction of catalytic thioamide and N-bromosuccinimide". . p. 6564 - 6572. Retrieved 2017/10/17.