2-Bromo-4,6-dichlorophenol

Base Information

• Chemical Name: 2-Bromo-4,6-dichlorophenol
• CAS No.: 4524-77-0
• Molecular Formula: C6H3 Br Cl2 O
• Molecular Weight: 241.899
• Hs Code.: 2908199090
• European Community (EC) Number: 224-855-6
• NSC Number: 99829
• UNII: 3R47HFR4HD
• DSSTox Substance ID: DTXSID50196447
• Nikkaji Number: J95.389J
• Wikidata: Q72465816
• Mol file: 4524-77-0.mol

Synonyms:2-Bromo-4,6-dichlorophenol;4524-77-0;Phenol, 2-bromo-4,6-dichloro-;6-BROMO-2,4-DICHLOROPHENOL;2,4-Dichloro-6-bromophenol;3R47HFR4HD;EINECS 224-855-6;NSC 99829;NSC-99829;NSC99829;UNII-3R47HFR4HD;2-Bromo-4,6-dichloro-phenol;SCHEMBL2417306;DTXSID50196447;AMY24802;MFCD00474518;STL066606;AKOS000319637;NCGC00340643-01;A7125;BB 0259684;CS-0168507;FT-0652918;EN300-212292;AB01332838-02;AN-329/06268011;F3310-0314;Z223656306

Chemical Property of 2-Bromo-4,6-dichlorophenol

Chemical Property:

• Vapor Pressure: 0.0258mmHg at 25°C
• Melting Point: 67-69oC
• Refractive Index: 1.5590 (estimate)
• Boiling Point: 240℃
• Flash Point: 99℃
• PSA: 20.23000
• Density: 1.890
• LogP: 3.46150
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 239.87443
• Heavy Atom Count: 10
• Complexity: 122

Purity/Quality:

99% ^*data from raw suppliers

2-Bromo-4,6-dichlorophenol ^*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)Cl

Technology Process of 2-Bromo-4,6-dichlorophenol

There total 17 articles about 2-Bromo-4,6-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: 97.0%

2,4-dichlorophenol (120-83-2,40477-79-0) → 2-bromo-4,6-dichlorophenol (4524-77-0)

Guidance literature:

2,4-dichlorophenol; With bromine; In toluene; at -50 ℃; for 0.333333h;

With tert-butylamine; In toluene; at 50 ℃; for 0.5h;

DOI:10.1016/j.bmcl.2019.08.015

Reference yield: 79.0%

di-isopropyl azodicarboxylate (2446-83-5) + 2,4-dichlorophenol (120-83-2,40477-79-0) → bis(1-methylethyl) 1,2-hydrazinedicarboxylate (19740-72-8) + 2-bromo-4,6-dichlorophenol (4524-77-0)

Guidance literature:

With ZrBr₄; In dichloromethane; at 20 ℃; for 6h;

DOI:10.1016/j.tetlet.2008.01.072

Reference yield:

phenol (108-95-2,27073-41-2) → 2-bromo-4,6-dichlorophenol (4524-77-0)

Guidance literature:

Multi-step reaction with 3 steps

1: bei der Chlorierung

2: diluted bromo potassium bromide

3: diluted bromo potassium bromide solution

With potassium bromide;

DOI:10.1017/S1092852900022252

upstream raw materials:

2-hydroxybromobenzene

2,4-dibromo-4,6-dichloro-cyclohexa-2,5-dienone

4-bromo-2,6-dichloro-3-hydroxy-benzaldehyde

acetic acid

Downstream raw materials:

2,4-dichloro-6-nitrophenol

2,4-dibromo-4,6-dichloro-cyclohexa-2,5-dienone

1,2-dibromo-3,5-dichloro-benzene

toluene-4-sulfonic acid-(2-bromo-4,6-dichloro-phenyl ester)

Refernces

• 1、 Maurya, Mannar R.,Prakash, Ved,Avecilla, Fernando,Sankar, Muniappan. "Selective Bromination of β-Positions of Porphyrin by Self-Catalytic Behaviour of VOTPP: Facile Synthesis, Electrochemical Redox Properties and Catalytic Application". . p. 1685 - 1694. Retrieved 2021/05/03.
• 2、 Khosravi, Kaveh,Naserifar, Shirin. "1,1,2,2-Tetrahydroperoxy-1,2-Diphenylethane: An efficient and high oxygen content oxidant in various oxidative reactions". supporting information. p. 6584 - 6592. Retrieved 2018/10/05.