2,6-Dichloro-4'-biphenylol

Base Information

• Chemical Name: 2,6-Dichloro-4'-biphenylol
• CAS No.: 79881-33-7
• Molecular Formula: C₁₂H₈Cl₂O
• Molecular Weight: 239.101
• UNII: FF8K1OFR5M
• DSSTox Substance ID: DTXSID80229939
• Nikkaji Number: J772.318K
• Wikidata: Q27115940
• Metabolomics Workbench ID: 68228
• Mol file: 79881-33-7.mol

Synonyms:2,6-Dichloro-4'-biphenylol;4-(2,6-dichlorophenyl)phenol;79881-33-7;UNII-FF8K1OFR5M;FF8K1OFR5M;2',6'-Dichloro-(1,1'-biphenyl)-4-ol;(1,1'-Biphenyl)-4-ol, 2',6'-dichloro-;C14192;AC1L4IAY;2',6'-dichlorobiphenyl-4-ol;CHEBI:34248;DTXSID80229939;4-Hydroxy-2',6'-dichlorobiphenyl;AG-H-20177;1,1'-Biphenyl-4-ol, 2',6'-dichloro;Q27115940

Chemical Property of 2,6-Dichloro-4'-biphenylol

Chemical Property:

• XLogP3: 4.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 237.9952203
• Heavy Atom Count: 15
• Complexity: 192

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)Cl)C2=CC=C(C=C2)O)Cl

Technology Process of 2,6-Dichloro-4'-biphenylol

There total 3 articles about 2,6-Dichloro-4'-biphenylol 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: 94.0%

1-bromo-2,6-dichlorobenzene (19393-92-1) + 4-tert-butyl-dimethylsilyloxyphenylboronic acid anhydride (123088-32-4) → 2,6-dichloro-4'-biphenylol (79881-33-7)

Guidance literature:

With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; water; at 95 ℃;

DOI:10.1016/S0968-0896(03)00303-1

Reference yield:

4-bromo-phenol (106-41-2) → 2,6-dichloro-4'-biphenylol (79881-33-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 100 percent / imidazole / dimethylformamide / 20 °C

2.1: n-butyl lithium / tetrahydrofuran / 0.5 h / -78 °C

2.2: triisopropyl borate / tetrahydrofuran / -78 - 20 °C

2.3: 65 percent / HCl / tetrahydrofuran; H₂O / 0.08 h / 0 °C

3.1: 94 percent / Na₂CO₃ / Pd(PPh₃)4 / 1,2-dimethoxy-ethane; H₂O / 95 °C

With 1H-imidazole; n-butyllithium; sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,2-dimethoxyethane; water; N,N-dimethyl-formamide; 3.1: Suzuki reaction;

DOI:10.1016/S0968-0896(03)00303-1

Reference yield:

t-butyldimethylsilyl-4-bromophenol (67963-68-2) → 2,6-dichloro-4'-biphenylol (79881-33-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyl lithium / tetrahydrofuran / 0.5 h / -78 °C

1.2: triisopropyl borate / tetrahydrofuran / -78 - 20 °C

1.3: 65 percent / HCl / tetrahydrofuran; H₂O / 0.08 h / 0 °C

2.1: 94 percent / Na₂CO₃ / Pd(PPh₃)4 / 1,2-dimethoxy-ethane; H₂O / 95 °C

With n-butyllithium; sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,2-dimethoxyethane; water; 2.1: Suzuki reaction;

DOI:10.1016/S0968-0896(03)00303-1

upstream raw materials:

1-bromo-2,6-dichlorobenzene

4-tert-butyl-dimethylsilyloxyphenylboronic acid anhydride

4-bromo-phenol

t-butyldimethylsilyl-4-bromophenol

Refernces