Diethyl 4-chlorobenzylphosphonate

Base Information

• Chemical Name: Diethyl 4-chlorobenzylphosphonate
• CAS No.: 39225-17-7
• Molecular Formula: C11H16ClO3P
• Molecular Weight: 262.673
• Hs Code.: 29319000
• European Community (EC) Number: 254-365-8
• NSC Number: 202843
• UNII: 0HV6QW8F6X
• DSSTox Substance ID: DTXSID70192486
• Nikkaji Number: J106.022H
• Wikidata: Q83065173
• Mol file: 39225-17-7.mol

Synonyms:Diethyl 4-chlorobenzylphosphonate;39225-17-7;Diethyl (4-Chlorobenzyl)phosphonate;1-chloro-4-(diethoxyphosphorylmethyl)benzene;0HV6QW8F6X;EINECS 254-365-8;NSC-202843;Phosphonic acid, [(4-chlorophenyl)methyl]-, diethyl ester;diethyl [(4-chlorophenyl)methyl]phosphonate;Phosphonic acid, ((4-chlorophenyl)methyl)-, diethyl ester;DIETHYL 4-CHLOROBENZYLPHOSPHATE;diethyl (4-chlorophenyl)methylphosphonate;(4-Chlorobenzyl)phosphonic Acid Diethyl Ester;UNII-0HV6QW8F6X;C11H16ClO3P;SCHEMBL917064;diethyl 4-chlorobenzylposphonate;C11-H16-Cl-O3-P;DTXSID70192486;MFCD00051568;NSC202843;AKOS015850309;DIETHYL4-CHLOROBENZYLPHOSPHONATE;NSC 202843;Diethyl 4-chlorobenzylphosphonate, 97%;4-chlorobenzylphosphonic acid diethyl ester;DIETHYL (P-CHLOROBENZYL)PHOSPHONATE;4-chlorobenzyl-phosphonic acid diethyl ester;CS-0182617;D3335;FT-0624773;FT-0624868;p-(Chlorobenzyl)phosphonic acid diethyl ester;F16708;(4-chloro-benzyl)-phosphonic acid diethyl ester

Chemical Property of Diethyl 4-chlorobenzylphosphonate

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 7.84E-05mmHg at 25°C
• Refractive Index: n20/D 1.509(lit.)
• Boiling Point: 352.4 °C at 760 mmHg
• Flash Point: 241.8 °C
• PSA: 45.34000
• Density: 1.19g/cm³
• LogP: 4.10610
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 262.0525591
• Heavy Atom Count: 16
• Complexity: 229

Purity/Quality:

99% ^*data from raw suppliers

Diethyl (4-Chlorobenzyl)phosphonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOP(=O)(CC1=CC=C(C=C1)Cl)OCC
• Uses: Reactant for:Preparation of chromenone and chromene derivatives as anti-picornavirus capsid-bindersPreparation of wide band gap monomers and silafluorene copolymers with blue electroluminescence, as emitter layer in organic LEDsAsymmetric synthesis of gamma-nitrophosphonates via Michael addition with nitroalkenesWittig-Horner reactions

Technology Process of Diethyl 4-chlorobenzylphosphonate

There total 13 articles about Diethyl 4-chlorobenzylphosphonate 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-Chloro-4-(chloromethyl)benzene (104-83-6) + triethyl phosphite (122-52-1) → diethyl 4-chlorobenzylphosphonate (39225-17-7)

Guidance literature:

for 6h; Reflux;

Reference yield: 92.0%

1-Chloro-4-(chloromethyl)benzene (104-83-6) → diethyl 4-chlorobenzylphosphonate (39225-17-7)

Guidance literature:

With triethyl phosphite; at 180 ℃; for 8h;

Reference yield: 90.0%

1-Chloro-4-(chloromethyl)benzene (104-83-6) + phosphonic acid diethyl ester (762-04-9) → diethyl 4-chlorobenzylphosphonate (39225-17-7)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; for 4h; Reflux; Inert atmosphere;

DOI:10.1039/b9nj00585d

upstream raw materials:

1-Chloro-4-(chloromethyl)benzene

triethyl phosphite

1-(4-Chloro-benzyl)-2-methylsulfanyl-4,6-diphenyl-pyridinium; iodide

phosphonic acid diethyl ester

Downstream raw materials:

α-chloro-4-chloro-benzyl-phosphonic acid diethyl ester

diethyl (R,R)-1,2-bis(4-chlorophenyl)-3-nitropropylphosphonate

(E/Z)-1-chloro-4-(4-methylstyryl)benzene

ClSBF

Refernces

• 1、 Cao, Chao-Tun,Yan, Lu,Cao, Chenzhong. "Determination and application of the excited-state substituent constants of pyridyl and substituted phenyl groups". . . Retrieved 2021/05/21.
• 2、 Decker, Luka J. B.,Dittgen, Jan,Frackenpohl, Jens,Freigang, J?rg,Génix, Pierre,Helmke, Hendrik,Lange, Gudrun,Luemmen, Peter,Schmidt, Jana,Schmutzler, Dirk,Vors, Jean-Pierre. "Tetrahydroquinolinyl phosphinamidates and phosphonamidates enhancing tolerance towards drought stress in crops via interaction with ABA receptor proteins". . . Retrieved 2020/09/16.