dibenzyl (chloromethyl)phosphonate

Base Information

• Chemical Name: dibenzyl (chloromethyl)phosphonate
• CAS No.: 166049-87-2
• Molecular Formula: C₁₅H₁₆ClO₃P
• Molecular Weight: 310.717
• Mol file: 166049-87-2.mol

Synonyms:dibenzyl (chloromethyl)phosphonate

Chemical Property of dibenzyl (chloromethyl)phosphonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of dibenzyl (chloromethyl)phosphonate

There total 3 articles about dibenzyl (chloromethyl)phosphonate 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: 90.0%

O,O-bis(trifluoroethyl) chloromethylphosphonate (94080-65-6) + benzyl alcohol (100-51-6,185532-71-2) → dibenzyl (chloromethyl)phosphonate (166049-87-2)

Guidance literature:

With lithium; In tetrahydrofuran; at 20 ℃; for 10h;

DOI:10.1039/P19950003125

Reference yield: 83.0%

benzyl alcohol (100-51-6,185532-71-2) + chloromethylphosphonic dichloride (1983-26-2) → dibenzyl (chloromethyl)phosphonate (166049-87-2)

Guidance literature:

With triethylamine; In tetrahydrofuran; 0 deg C, 1 h, then room temp., 4 h;

DOI:10.1002/hlca.19950780314

Reference yield: 13.0%

dibenzyl methylphosphonate (19236-58-9) → dibenzyl (chloromethyl)phosphonate (166049-87-2)

Guidance literature:

dibenzyl methylphosphonate; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.05h;

With trichlorophosphate; In tetrahydrofuran; hexane; at -78 - 20 ℃;

DOI:10.1016/S0040-4039(01)01382-X

upstream raw materials:

benzyl alcohol

chloromethylphosphonic dichloride

O,O-bis(trifluoroethyl) chloromethylphosphonate

dibenzyl methylphosphonate

Downstream raw materials:

methylenebisphosphonic acid tribenzyl methyl ester

tetrabenzyl methylenediphosphonate

Refernces

• 1、 Antczak, Monika I.,Montchamp, Jean-Luc. "Mild synthesis of organophosphorus compounds: Reaction of phosphorus-containing carbenoids with organoboranes". supporting information; experimental part. p. 977 - 980. Retrieved 2009/04/10.
• 2、 Saady, Mourad,Lebeau, Luc,Mioskowski, Charles. "First Use of Benzyl Phosphites in the Michaelis-Arbuzov Reaction Synthesis of Mono-, Di-, and Triphosphate Analogs". . p. 670 - 678. Retrieved 2007/10/02.