Tetraethyl ethene-1,1-diylbis(phosphonate)

Base Information

• Chemical Name: Tetraethyl ethene-1,1-diylbis(phosphonate)
• CAS No.: 37465-31-9
• Molecular Formula: C10H22 O6 P2
• Molecular Weight: 300.229
• Hs Code.: 2916190090
• DSSTox Substance ID: DTXSID40452307
• Nikkaji Number: J700.564D
• Wikidata: Q82272854
• Mol file: 37465-31-9.mol

Synonyms:37465-31-9;tetraethyl ethene-1,1-diylbis(phosphonate);Tetraethyl vinylidene phosphonate;1,1-bis(diethoxyphosphoryl)ethene;1,1-bis(Diethoxyphosphoryl)ethylene;TETRAETHYL ETHYLENE-1,1-DIYLBISPHOSPHONATE;Phosphonic acid, ethenylidenebis-, tetraethyl ester;SCHEMBL2356791;DTXSID40452307;SLSPWQKLLPYKAB-UHFFFAOYSA-N;tetraethyl ethenylidenebisphosphonate;BBL103039;MFCD09263518;STL556848;AKOS017343391;tetraethylethene-1,1-diylbis(phosphonate);FT-0657158;Ethenylidenebis(phosphonic acid diethyl) ester;Ethenylidenebisphosphonic acid tetraethyl ester;F73188;Ethenylidene Bisphosphonic Acid Tetraethyl Ester;A823677

Chemical Property of Tetraethyl ethene-1,1-diylbis(phosphonate)

Chemical Property:

• Vapor Pressure: 1.73E-05mmHg at 25°C
• Refractive Index: 1.436
• Boiling Point: 375°Cat760mmHg
• Flash Point: 194.2°C
• PSA: 90.68000
• Density: 1.144g/cm³
• LogP: 3.98980
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 10
• Exact Mass: 300.08916241
• Heavy Atom Count: 18
• Complexity: 302

Purity/Quality:

98% ^*data from raw suppliers

Tetraethyl(Vinylidene)phosphonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOP(=O)(C(=C)P(=O)(OCC)OCC)OCC

Technology Process of Tetraethyl ethene-1,1-diylbis(phosphonate)

There total 11 articles about Tetraethyl ethene-1,1-diylbis(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: 99.0%

tetraethyl 1-hydroxymethyl methylene-1,1-bisphosphonate (157950-21-5) → 1,1-bis(diethylphosphono)ethylene (37465-31-9)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; for 16h; Reflux; Molecular sieve;

DOI:10.1002/cmdc.201600343

Reference yield: 98.0%

tetraethyl (1-methylenemethoxy)methylene bisphosphonate (103457-10-9) → 1,1-bis(diethylphosphono)ethylene (37465-31-9)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; for 14h; Reflux;

DOI:10.1016/j.bbagen.2013.02.011

Reference yield: 94.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + Tetraethyl methylenediphosphonate (1660-94-2) → 1,1-bis(diethylphosphono)ethylene (37465-31-9)

Guidance literature:

formaldehyd; Tetraethyl methylenediphosphonate; With diethylamine; In methanol; Heating;

With toluene-4-sulfonic acid; In toluene; Heating;

DOI:10.1002/ejic.200600615

upstream raw materials:

formaldehyd

Tetraethyl methylenediphosphonate

tetraethyl (1-methylenemethoxy)methylene bisphosphonate

tetraethyl 1-hydroxymethyl methylene-1,1-bisphosphonate

Downstream raw materials:

tetraethyl (3-phenylpropylidene)bisphosphonate

tetraethyl 2-methoxy-4-(trimethylsilyloxy)cyclohex-3-ene-1,1-bis(phosphonate)

Refernces

• 1、 Bansal, Geeti,Gittens, Sebastien A.,Uludag, Hasan. "A di(bisphosphonic acid) for protein coupling and targeting to bone". . p. 2788 - 2799. Retrieved 2004.
• 2、 Inoue, Susumu,Okauchi, Tatsuo,Minami, Toru. "New synthesis of gem-bis(phosphono)ethylenes and their applications". . p. 1971 - 1976. Retrieved 2003.
• 3、 Hossain, Khohinur,Florean, Luca,Del Tedesco, Anna,Cattaruzza, Elti,Geppi, Marco,Borsacchi, Silvia,Canton, Patrizia,Benedetti, Alvise,Riello, Pietro,Scarso, Alessandro. "Modification of Amorphous Mesoporous Zirconia Nanoparticles with Bisphosphonic Acids: A Straightforward Approach for Tailoring the Surface Properties of the Nanoparticles". . p. 17941 - 17951. Retrieved 2021/11/20.
• 4、 Babouri, Rachida,Halidou Dougourikoye, Abdoul Razak,Ilagouma, Amadou TidJani,Pirat, Jean-Luc,Virieux, David,Volle, Jean-No?l. "C-Alkyl-bis-phosphoryl chelating systems for the potential recovery of strategic metals". . . Retrieved 2020/09/07.