Tetraethyl Difluoromethylenebisphosphonate

Base Information

• Chemical Name: Tetraethyl Difluoromethylenebisphosphonate
• CAS No.: 78715-58-9
• Molecular Formula: C9H20F2O6P2
• Molecular Weight: 324.1958284
• DSSTox Substance ID: DTXSID20473878
• Nikkaji Number: J968.212K
• Wikidata: Q82303553
• Mol file: 78715-58-9.mol

Synonyms:78715-58-9;Tetraethyl Difluoromethylenebisphosphonate;DIFLUOROMETHYLENE-BIS-PHOSPHONIC ACID TETRAETHYL ESTER;1-[[diethoxyphosphoryl(difluoro)methyl]-ethoxyphosphoryl]oxyethane;KEHWPFRPEUBPSH-UHFFFAOYSA-N;SCHEMBL10426582;DTXSID20473878;AKOS030255277;AG-H-15746;FT-0674960;[(Diethoxy-phosphoryl)-difluoro-methyl]-phosphonic acid diethyl ester

Chemical Property of Tetraethyl Difluoromethylenebisphosphonate

Chemical Property:

• Vapor Pressure: 0.000282mmHg at 25°C
• Boiling Point: 332.4°C at 760 mmHg
• Flash Point: 154.8°C
• PSA: 90.68000
• Density: 1.238g/cm³
• LogP: 4.06890
• Storage Temp.: -20°C Freezer, Under Inert Atmosphere
• Solubility.: Dichloromethane, Ethyl Acetate, Methanol
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 10
• Exact Mass: 324.07031867
• Heavy Atom Count: 19
• Complexity: 311

Purity/Quality:

97% ^*data from raw suppliers

Tetraethyl Difluoromethylenebisphosphonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOP(=O)(C(F)(F)P(=O)(OCC)OCC)OCC
• Uses: An intermediate for the synthesis of 5’-diphosphate and 5’-triphosphate mimics for transcriptase and glycerol kinase inhibition.

Technology Process of Tetraethyl Difluoromethylenebisphosphonate

There total 19 articles about Tetraethyl Difluoromethylenebisphosphonate 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: 74.0%

diethyl difluoromethylphosphonate lithium salt (94993-99-4,83567-74-2) + diethyl chlorophosphate (814-49-3) → Tetraethyl difluoromethylenediphosphonate (78715-58-9)

Guidance literature:

In tetrahydrofuran;

DOI:10.1016/S0040-4039(00)87332-3

Reference yield: 50.0%

diethyl (bromodifluoromethyl)phosphonate (65094-22-6) + sodium dibutyl phosphite (2244-27-1) → Tetraethyl difluoromethylenediphosphonate (78715-58-9) + [(Dibutoxy-phosphoryl)-difluoro-methyl]-phosphonic acid diethyl ester (80436-96-0) + tetrabutyl-F-methylene bis phosphonate

Guidance literature:

In hexane;

DOI:10.1016/S0022-1139(00)84024-5

Reference yield: 37.0%

Dichlorodifluoromethane (75-71-8) + sodium diethyl phosphite (2303-76-6,118080-94-7) → Tetraethyl difluoromethylenediphosphonate (78715-58-9)

Guidance literature:

In toluene; at -15 ℃;

DOI:10.1016/0022-328X(88)80339-5

upstream raw materials:

Dichlorodifluoromethane

sodium diethyl phosphite

dibromodifluoromethane

Tetraethyl methylenediphosphonate

Downstream raw materials:

Diethyl difluoromethylphosphonate