2'-Chloro-4-biphenylol

Base Information

• Chemical Name: 2'-Chloro-4-biphenylol
• CAS No.: 149950-35-6
• Molecular Formula: C₁₂H₉ClO
• Molecular Weight: 204.656
• DSSTox Substance ID: DTXSID70474633
• Nikkaji Number: J914.404H
• Wikidata: Q27148849
• Mol file: 149950-35-6.mol

Synonyms:4-(2-CHLOROPHENYL)PHENOL;149950-35-6;2'-Chloro-4-biphenylol;2'-Chloro-biphenyl-4-ol;2'-Chloro-[1,1'-biphenyl]-4-ol;SCHEMBL5380467;CHEBI:79717;DTXSID70474633;ZFA95035;1,1'-Biphenyl-4-ol, 2'-chloro;2'-chloro[1,1'-biphenyl]-4-ol;MFCD06802294;AKOS002678680;AB92560;BS-31008;BB 0223351;Q27148849

Chemical Property of 2'-Chloro-4-biphenylol

Chemical Property:

• XLogP3: 4.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 204.0341926
• Heavy Atom Count: 14
• Complexity: 175

Purity/Quality:

95%-98% ^*data from raw suppliers

2''-Chloro-biphenyl-4-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 2'-Chloro-4-biphenylol

There total 6 articles about 2'-Chloro-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: 92.0%

2-chlorophenyl triflate (66107-36-6) + 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (269409-70-3) → 2'-chloro-[1,1'-biphenyl]-4-ol (149950-35-6)

Guidance literature:

With lithium hydrochloride monohydrate; palladium diacetate; CyJohnPhos; In tetrahydrofuran; water; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.tet.2009.10.101

Reference yield: 79.0%

4-bromo-phenol (106-41-2) + 2-Chlorobenzeneboronic acid (3900-89-8) → 2'-chloro-[1,1'-biphenyl]-4-ol (149950-35-6)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate; In 1,4-dioxane; water; at 90 ℃; for 12h; Inert atmosphere;

Reference yield: 75.0%

2-iodochlorobenzene (615-41-8) + phenol (108-95-2,27073-41-2) → 2'-chloro-[1,1'-biphenyl]-4-ol (149950-35-6)

Guidance literature:

With silver(I) acetate; palladium diacetate; toluene-4-sulfonic acid; acetic acid; In water; at 70 ℃; for 48h; regioselective reaction; Sealed tube; Inert atmosphere;

DOI:10.1039/c5ob00132c

upstream raw materials:

2′-chlorobiphenyl-4-amine

4-bromo-phenol

2-Chlorobenzeneboronic acid

4-acetyl-2'-chlorobiphenyl oxime

Downstream raw materials:

2-[2-[(4'-chloro-[1,1'-biphenyl]-4-yl)oxy]ethyl]-1-bromonaphthalene

Refernces

• 1、 -. "(4-HYDROXYPYRROLIDIN-2-YL)-HYDROXAMATE COMPOUNDS AND METHODS OF USE THEREOF". Paragraph 0684. . Retrieved 2019/05/15.
• 2、 Ishikawa, Shunpei,Manabe, Kei. "Synthesis of hydroxylated oligoarene-type phosphines by a repetitive two-step method". supporting information; experimental part. p. 297 - 303. Retrieved 2010/03/24.