Diethyl 4-vinylbenzylphosphonate

Base Information

• Chemical Name: Diethyl 4-vinylbenzylphosphonate
• CAS No.: 726-61-4
• Molecular Formula: C13H19O3P
• Molecular Weight: 254.266
• DSSTox Substance ID: DTXSID70459506
• Nikkaji Number: J736.324I
• Wikidata: Q82283287
• Mol file: 726-61-4.mol

Synonyms:diethyl 4-vinylbenzylphosphonate;726-61-4;1-(diethoxyphosphorylmethyl)-4-ethenylbenzene;MFCD00080682;SCHEMBL5537640;DTXSID70459506;UURKSQXMUNUXSI-UHFFFAOYSA-N;diethyl-4-vinyl-benzyl phosphonate;4-Vinylbenzylphosphonic acid diethyl ester;SY309669

Chemical Property of Diethyl 4-vinylbenzylphosphonate

Chemical Property:

• Boiling Point: 120 °C(Press: 0.2 Torr)
• PSA: 45.34000
• Density: 1.083±0.06 g/cm3(Predicted)
• LogP: 4.09570
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 254.10718146
• Heavy Atom Count: 17
• Complexity: 260

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOP(=O)(CC1=CC=C(C=C1)C=C)OCC

Technology Process of Diethyl 4-vinylbenzylphosphonate

There total 7 articles about Diethyl 4-vinylbenzylphosphonate 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%

4-Vinylbenzyl chloride (1592-20-7,29296-32-0) + phosphonic acid diethyl ester (762-04-9) → [(4-ethenylphenyl)methyl]phosphonic acid diethyl ester (726-61-4)

Guidance literature:

phosphonic acid diethyl ester; With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃;

4-Vinylbenzyl chloride; With sodium iodide; In tetrahydrofuran; at 0 ℃; Further stages.;

DOI:10.1002/chem.200390086

Reference yield: 91.0%

4-vinylbenzyl iodide (45817-37-6) + triethyl phosphite (122-52-1) → [(4-ethenylphenyl)methyl]phosphonic acid diethyl ester (726-61-4) + ethyl iodide (75-03-6)

Guidance literature:

at 20 ℃; for 6h;

DOI:10.1021/ja0043340

Reference yield: 90.6%

4-Vinylbenzyl chloride (1592-20-7,29296-32-0) + triethyl phosphite (122-52-1) → [(4-ethenylphenyl)methyl]phosphonic acid diethyl ester (726-61-4)

Guidance literature:

at 120 ℃; for 15h;

DOI:10.1016/j.saa.2015.10.034

upstream raw materials:

4-Vinylbenzyl chloride

sodium diethyl phosphite

ethene

diethyl (4-bromobenzyl)phosphonate

Downstream raw materials:

diphenyl-{4-[2-(4-vinyl-phenyl)-vinyl]-phenyl}-amine

(E)-1,2-bis(4-vinylphenyl)ethene

Refernces

• 1、 Huang, Tianzeng,Chen, Tieqiao,Han, Li-Biao. "Oxidative Dephosphorylation of Benzylic Phosphonates with Dioxygen Generating Symmetrical trans-Stilbenes". . p. 2959 - 2965. Retrieved 2018/03/09.
• 2、 Zhao, Gang,Feng, Yan,Guang, Shanyi,Xu, Hongyao,Lin, Naibo,Liu, Xiangyang. "Polyfluorenylacetylene for near-infrared laser protection: Polymer synthesis, optical limiting mechanism and relationship between molecular structure and properties". . p. 53785 - 53796. Retrieved 2017/12/05.