Phosphonic acid, ((4-chlorophenyl)hydroxymethyl)-, diethyl ester

Base Information

• Chemical Name: Phosphonic acid, ((4-chlorophenyl)hydroxymethyl)-, diethyl ester
• CAS No.: 20641-28-5
• Molecular Formula: C₁₁H₁₆ClO₄P
• Molecular Weight: 278.672
• NSC Number: 404325
• DSSTox Substance ID: DTXSID001216711
• Nikkaji Number: J48.036C
• Mol file: 20641-28-5.mol

Synonyms:20641-28-5;Phosphonic acid, ((4-chlorophenyl)hydroxymethyl)-, diethyl ester;(4-chlorophenyl)-diethoxyphosphorylmethanol;NSC 404325;BRN 1984002;AI3-17767;alpha-Toluenephosphonic acid, p-chloro-alpha-hydroxy-, diethyl ester;p-Chloro-alpha-hydroxy-alpha-toluenephosphonic acid diethyl ester;Phosphonic acid, (p-chloro-alpha-hydroxybenzyl)-, diethyl ester;Phosphonic acid, [(4-chlorophenyl)hydroxymethyl]-, diethyl ester;C11H16ClO4P;SCHEMBL11140297;C11-H16-Cl-O4-P;DTXSID001216711;NSC404325;STK369667;AKOS003622503;NSC-404325;LS-154083;diethyl (4-chlorophenyl)hydroxymethylphosphonate;diethyl [(4-chlorophenyl)(hydroxy)methyl]phosphonate;Diethyl P-[(4-chlorophenyl)hydroxymethyl]phosphonate;4-chloro-alpha-hydroxybenzylphosphonic acid diethyl ester;alpha-hydroxy-4-chlorobenzylphosphonic acid diethyl ester;(alpha-Hydroxy-4-chlorobenzyl)phosphonic acid diethyl ester;4-chloro-alpha-hydroxy-benzylphosphonic acid diethyl ester;Phosphonic acid, (p-chloro-.alpha.-hydroxybenzyl)-, diethyl ester;((4-CHLORO-PHENYL)-HYDROXY-METHYL)-PHOSPHONIC ACID DIETHYL ESTER

Chemical Property of Phosphonic acid, ((4-chlorophenyl)hydroxymethyl)-, diethyl ester

Chemical Property:

• Vapor Pressure: 6.11E-07mmHg at 25°C
• Boiling Point: 394.8°Cat760mmHg
• Flash Point: 192.6°C
• PSA: 65.57000
• Density: 1.273g/cm³
• LogP: 3.59700
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 278.0474737
• Heavy Atom Count: 17
• Complexity: 256

Purity/Quality:

99% ^*data from raw suppliers

((4-CHLORO-PHENYL)-HYDROXY-METHYL)-PHOSPHONIC ACID DIETHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Phosphonic acid, ((4-chlorophenyl)hydroxymethyl)-, diethyl ester

There total 8 articles about Phosphonic acid, ((4-chlorophenyl)hydroxymethyl)-, diethyl ester 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: 100.0%

4-chlorobenzaldehyde (104-88-1) + phosphonic acid diethyl ester (762-04-9) → diethyl (4-chlorophenyl)(hydroxy)methylphosphonate (108054-54-2,20641-28-5)

Guidance literature:

With triethylamine; In neat (no solvent); at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1002/adsc.201701150

Reference yield: 95.0%

4-chlorobenzaldehyde (104-88-1) + triethyl phosphite (122-52-1) → diethyl (4-chlorophenyl)(hydroxy)methylphosphonate (108054-54-2,20641-28-5)

Guidance literature:

With chloro-trimethyl-silane; lithium perchlorate; In diethyl ether; at 20 ℃; for 0.0833333h;

DOI:10.1080/10426500307904

Reference yield: 94.0%

Diethyl phosphonate (762-04-9,123-22-8) + 4-chlorobenzaldehyde (104-88-1) → diethyl (4-chlorophenyl)(hydroxy)methylphosphonate (108054-54-2,20641-28-5)

Guidance literature:

Diethyl phosphonate; With [(Me₃Si)₂N]₃La(μ-Cl)Li(THF)₃; In toluene; for 0.166667h; Inert atmosphere;

4-chlorobenzaldehyde; In toluene; at 25 ℃; for 0.0833333h; Inert atmosphere;

DOI:10.1021/jo101743e

upstream raw materials:

4-chlorobenzaldehyde

phosphonic acid diethyl ester

triethyl phosphite

Diethyl phosphonate

Downstream raw materials:

diethyl α-fluoro-4-chlorobenzylphosphonate

C₁₃H₂₃ClFO₃PSi₂

4-chloro-α-fluorobenzylphosphonic acid bis cyclohexylammonium salt

1-(4-chlorophenyl)-1-hydroxymethylphosphonic acid

Refernces

• 1、 Arseniyadis, Stellios,El Ka?m, Laurent,Kerim, Mansour Dole,Katsina, Tania,Cattoen, Martin,Fincias, Nicolas. "O-allylated pudovik and passerini adducts as versatile scaffolds for product diversification". supporting information. p. 12514 - 12525. Retrieved 2020/11/10.
• 2、 Grün, Alajos,Rádai, Zita,S?regi-Nagy, Dávid Illés,Greiner, István,Keglevich, Gy?rgy. "Rational synthesis of α-hydroxyphosphonic derivatives including dronic acids". . p. 386 - 387. Retrieved 2019/01/18.