4-Bromo-2-tert-butyl-6-chlorophenol

Base Information

• Chemical Name: 4-Bromo-2-tert-butyl-6-chlorophenol
• CAS No.: 60935-50-4
• Molecular Formula: C10H12BrClO
• Molecular Weight: 263.562
• DSSTox Substance ID: DTXSID20491370
• Mol file: 60935-50-4.mol

Synonyms:4-Bromo-2-tert-butyl-6-chlorophenol;60935-50-4;DTXSID20491370

Chemical Property of 4-Bromo-2-tert-butyl-6-chlorophenol

Chemical Property:

• XLogP3: 4.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 261.97601
• Heavy Atom Count: 13
• Complexity: 178

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Bromo-2-tert-butyl-6-chlorophenol

There total 2 articles about 4-Bromo-2-tert-butyl-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: 93.0%

2-(tert-butyl)-6-chlorophenol (4237-37-0) → 4-bromo-2-(tert-butyl)-6-chlorophenol (60935-50-4)

Guidance literature:

With N-Bromosuccinimide; triphenylphosphine sulfide; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1055/s-0037-1609581

Reference yield:

2-tert-Butylphenol (88-18-6) → 4-bromo-2-(tert-butyl)-6-chlorophenol (60935-50-4)

Guidance literature:

With sulfuryl dichloride;

DOI:10.1021/jo00425a014

Reference yield:

4-bromo-2-(tert-butyl)-6-chlorophenol (60935-50-4) → 2-((3-(tert-butyl)-5-chloro-[1,1'-biphenyl]-4-yl)oxy)-3-methylnaphthalene-1,4-dione + 2-((3-(tert-butyl)-5-chloro-[1,1'-biphenyl]-4-yl)oxy)-3-methylnaphthalene-1,4-dione

Guidance literature:

Multi-step reaction with 3 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / 1,4-dioxane; water / 24 h / 80 °C / Inert atmosphere

2: potassium carbonate / N,N-dimethyl-formamide / 1.5 h / 110 °C / Microwave irradiation

3: (1S,4S,5R)-1-(3,5-bis(trifluoromethyl)benzyl)-2-((S)-(3-(tert-butyl)ureido)(6-methoxyquinolin-4-yl)methyl)-5-vinylquinuclidin-1-ium bromide; potassium phosphate / toluene / 36 h / 20 °C / Molecular sieve

With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; (1S,4S,5R)-1-(3,5-bis(trifluoromethyl)benzyl)-2-((S)-(3-(tert-butyl)ureido)(6-methoxyquinolin-4-yl)methyl)-5-vinylquinuclidin-1-ium bromide; potassium carbonate; In 1,4-dioxane; water; N,N-dimethyl-formamide; toluene; 1: |Suzuki Coupling;

DOI:10.1055/s-0037-1609581

upstream raw materials:

2-tert-Butylphenol

2-(tert-butyl)-6-chlorophenol

Refernces