4-Chloro-alpha-[2-[2-(hydroxymethyl)phenyl]ethynyl]benzenemethanol

Base Information

• Chemical Name: 4-Chloro-alpha-[2-[2-(hydroxymethyl)phenyl]ethynyl]benzenemethanol
• CAS No.: 399017-11-9
• Molecular Formula: C₁₆H₁₃ClO₂
• Molecular Weight: 272.731
• DSSTox Substance ID: DTXSID101179839
• Mol file: 399017-11-9.mol

Synonyms:DTXSID101179839;4-Chloro-alpha-[2-[2-(hydroxymethyl)phenyl]ethynyl]benzenemethanol;399017-11-9

Chemical Property of 4-Chloro-alpha-[2-[2-(hydroxymethyl)phenyl]ethynyl]benzenemethanol

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 272.0604073
• Heavy Atom Count: 19
• Complexity: 335

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 4-Chloro-alpha-[2-[2-(hydroxymethyl)phenyl]ethynyl]benzenemethanol

There total 1 articles about 4-Chloro-alpha-[2-[2-(hydroxymethyl)phenyl]ethynyl]benzenemethanol 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: 56.0%

2-iodobenzyl alcohol (5159-41-1) + 1-(4-chlorophenyl)prop-2-yn-1-ol (29805-11-6) → 2-[3-hydroxy-3-(p-chlorophenyl)]-prop-1-ynyl benzyl alcohol (399017-11-9)

Guidance literature:

With copper(l) iodide; bis(triphenylphosphine)palladium(II)-chloride; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 24h;

DOI:10.1016/S0040-4020(01)00943-7

Reference yield: 92.0%

dicobalt octacarbonyl (15226-74-1,61091-28-9,61117-58-6) + bis-diphenylphosphinomethane (2071-20-7) + 2-[3-hydroxy-3-(p-chlorophenyl)]-prop-1-ynyl benzyl alcohol (399017-11-9) → C45H35ClCo2O6P2

Guidance literature:

dicobalt octacarbonyl; 2-[3-hydroxy-3-(p-chlorophenyl)]-prop-1-ynyl benzyl alcohol; In dichloromethane; at 20 ℃; for 12h; Inert atmosphere;

bis-diphenylphosphinomethane; In tetrahydrofuran; toluene; at 80 ℃; for 12h; Inert atmosphere;

DOI:10.1002/anie.201808239

Reference yield: 48.0%

2-[3-hydroxy-3-(p-chlorophenyl)]-prop-1-ynyl benzyl alcohol (399017-11-9) → (E)-3-(2'-p-chlorophenyl-2'-oxo)ethylidene isobenzofuran-1(3H)-one (77532-15-1)

Guidance literature:

With chromium(VI) oxide; sulfuric acid; In water; acetone; at 0 ℃;

DOI:10.1016/S0040-4020(01)00943-7

upstream raw materials:

2-iodobenzyl alcohol

1-(4-chlorophenyl)prop-2-yn-1-ol

Downstream raw materials:

(E)-3-(2'-p-chlorophenyl-2'-oxo)ethylidene isobenzofuran-1(3H)-one