78715-58-9

Basic information

• Product Name: Tetraethyl Difluoromethylenebisphosphonate
• Synonyms: Tetraethyl Difluoromethylenebisphosphonate;P,P'-DifluoroMethylene-bis-
• CAS NO: 78715-58-9
• Molecular Formula: C9H20F2O6P2
• Molecular Weight: 324.1958284
• Product Categories: Inhibitors;Intermediates;Phosphorylating and Phosphitylating Agents
• Mol File: 78715-58-9.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 332.4°C at 760 mmHg
• Flash Point: 154.8°C
• Appearance: /
• Density: 1.238g/cm³
• Vapor Pressure: 0.000282mmHg at 25°C
• Refractive Index: 1.409
• Storage Temp.: -20°C Freezer, Under Inert Atmosphere
• Solubility: Dichloromethane, Ethyl Acetate, Methanol
• CAS DataBase Reference: Tetraethyl Difluoromethylenebisphosphonate(CAS DataBase Reference)
• NIST Chemistry Reference: Tetraethyl Difluoromethylenebisphosphonate(78715-58-9)
• EPA Substance Registry System: Tetraethyl Difluoromethylenebisphosphonate(78715-58-9)

Safety Data

• Hazardous Substances Data: 78715-58-9(Hazardous Substances Data)

Usage

Chemical Properties

Pale Yellow Liquid

Uses

An intermediate for the synthesis of 5’-diphosphate and 5’-triphosphate mimics for transcriptase and glycerol kinase inhibition.

InChI:InChI=1/C9H20F2O6P2/c1-5-14-18(12,15-6-2)9(10,11)19(13,16-7-3)17-8-4/h5-8H2,1-4H3

Upstream product

• 75-61-6 dibromodifluoromethane 
• 2303-76-6 sodium diethyl phosphite 
• 65094-22-6 diethyl (bromodifluoromethyl)phosphonate 
• 27344-79-2 sodium diisopropyl phosphite 
• 2244-27-1 sodium dibutyl phosphite 
• 1478-53-1 Diethyl difluoromethylphosphonate 
• 541-41-3 chloroformic acid ethyl ester 
• 94993-99-4 diethyl difluoromethylphosphonate lithium salt 
• 814-49-3 diethyl chlorophosphate 
• 1445-76-7 methylphosphonic chloride isopropyl ester 
• 85403-92-5 O-isopropylchloro(phenyl)phosphonate 
• 80077-69-6 diethyl 1,1-difluoro-1-iodomethylphosphonate 
• 2847-00-9 1,2:5,6-di-O-isopropylidene-α-D-hexofuran-3-ulose 
• 1660-94-2 Tetraethyl methylenediphosphonate 

Downstream Products

• 1478-53-1 Diethyl difluoromethylphosphonate 

Relevant articles and documents

ATP analogs with non-transferable groups in the γ position as inhibitors of glycerol kinase

β,γ-Difluoromethyleneadenosine-5'-triphos (AMP-PCF2P, 3) and γ-arsono-β,γ-methyleneadenosined'-diphosphate (AMP-PCAs, 4) were synthesized and were found to be competitive inhibitors of glycerolkinase. Commercially available AMP-PCP and AMP-PNP also are competitive inhibitors. The structural similarities and differences of these ATP analogs and their effect on kinase inhibition are discussed.

Synthesis of new PMEA diphosphate mimics

We synthesized and characterized new diphosphate mimics of the acyclic nucleotide phosphonate PMEA [Adefovir, 9-(2-phosphonylmethoxyethyl)adenine].

Synthesis of a potent inhibitor of HIV reverse transcriptase

The newly synthesised P(β),-P(γ)-difluoromethylenebisphosphonate analogue 2 of nor-carbovir triphosphate is a potent inhibitor of HIV reverse transcriptase; it also exhibits a greatly enhanced stability to dephosphorylation, in foetal blood serum, relative to AZTTP and other nucleoside triphosphates.