1660-95-3

Basic information

• Product Name: Tetraisopropyl methylenediphosphonate
• Synonyms: METHYLENEDIPHOSPHONIC ACID TETRAISOPROPYL ESTER;TETRAISOPROPYL(METHYLENE)BISPHOSPHONATE;TETRAISOPROPYL METHYLENEDIPHOSPHONATE;Phosphonic acid, methylenebis-, tetrakis(1-methylethyl) ester;Phosphonic acid, methylenedi-, tetraisopropyl ester;phosphonicacid,methylenebis-,tetrakis(1-methylethyl)ester;tetra-i-Propylmethylenediphosphonate;Methanediphosphonic acid tetraisopropyl ester
• CAS NO: 1660-95-3
• Molecular Formula: C₁₃H₃₀O₆P₂
• Molecular Weight: 344.32
• EINECS: 216-765-0
• Product Categories: Organic Building Blocks;Phosphonates/Phosphinates;Phosphorus Compounds
• Mol File: 1660-95-3.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 155 °C0.5 mm Hg(lit.)
• Flash Point: 320 °F
• Appearance: Clear colorless to slightly yellow liquid
• Density: 1.08 g/mL at 25 °C(lit.)
• Vapor Pressure: 3.04E-06mmHg at 25°C
• Refractive Index: n20/D 1.431(lit.)
• Storage Temp.: -20°C
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility: Insoluble in water.
• BRN: 1080180
• CAS DataBase Reference: Tetraisopropyl methylenediphosphonate(CAS DataBase Reference)
• NIST Chemistry Reference: Tetraisopropyl methylenediphosphonate(1660-95-3)
• EPA Substance Registry System: Tetraisopropyl methylenediphosphonate(1660-95-3)

Safety Data

• Hazard Codes: Xi
• Statements: 41
• Safety Statements: 26-36-39
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 1660-95-3(Hazardous Substances Data)

Usage

Chemical Properties

Clear colorless to slightly yellow liquid

Uses

Different sources of media describe the Uses of 1660-95-3 differently. You can refer to the following data:
1. Tetraisopropyl Methylenediphosphonate is used in the preparation of E2-bisphosphonate conjugates as potential anti-osteoporosis agents. Also used in the preparation of AZT 5’-Triphosphate compounds which display inhibitory effects on HIV-1 reverse transcrpitase.
2. Tetraisopropyl methylenediphosphonate [T(iPr)MDP] forms a synergistic mixture with hydrogen dicarbollylcobaltate in nitrobenzene which was used in the extraction of europium and americium.It may be used in the synthesis of the following:tetraisopropyl ethenylidenebisphosphonate.tetraisopropyl 4-acetylthiobutane-1,1-diphosphonatetetraisopropyl 2-(3,5-bis(bromomethyl)phenyl)ethane-1,1-diphosphonate

General Description

Tetraisopropyl methylenediphosphonate (IPCP) is a tetraisopropyl ester of methylenediphosphonic acid. It is an electroneutral ligand, reported to be synthesized from triisopropyl phosphate. Powder electron paramagnetic resonance (EPR) studies of tris complexes of Cu(II) complexes with IPCP has been analyzed.

InChI:InChI=1/C13H30O6P2/c1-10(2)16-20(14,17-11(3)4)9-21(15,18-12(5)6)19-13(7)8/h10-13H,9H2,1-8H3

Upstream product

• 1499-29-2 P,P'-methanediyl-bis-phosphonic acid tetrachloride 
• 67-63-0 isopropyl alcohol 
• 116-17-6 triisopropyl phosphite 
• 74-95-3 1,1-dibromomethane 
• 75-11-6 diiodomethane 
• 75-15-0 carbon disulfide 
• 1809-20-7 diisopropyl hydrogenphosphonate 
• 10596-22-2 tetraisopropyl dichloromethylenebisphosphonate 
• 63366-57-4 tetraisopropyl methylenebis 

Downstream Products

• 1499-29-2 P,P'-methanediyl-bis-phosphonic acid tetrachloride 
• 1984-15-2 Methylenediphosphonic acid 
• 10596-20-0 tetraisopropyl esters of monobromomethylene bisphosphonic acid 
• 10596-22-2 tetraisopropyl dichloromethylenebisphosphonate 
• 16001-93-7 tetramethyl methylenediphosphonate 
• 20107-67-9 tetraisopropyl esters of monochloromethylene bisphosphonic acid 
• 102786-79-8 [(Diisopropoxy-phosphoryl)-trifluoromethylsulfanyl-methyl]-phosphonic acid diisopropyl ester 
• 102786-83-4 [(Dichloro-fluoro-methylsulfanyl)-(diisopropoxy-phosphoryl)-methyl]-phosphonic acid diisopropyl ester 
• 102786-81-2 [(Chloro-difluoro-methylsulfanyl)-(diisopropoxy-phosphoryl)-methyl]-phosphonic acid diisopropyl ester 
• 241472-22-0 tetraisopropyl 2-(3,5-bis(bromomethyl)phenyl)ethane-1,1-diphosphonate 
• 223409-46-9 [6-(6-benzoylamino-purin-9-yl)-4-(tert-butyl-dimethyl-silanyloxy)-hex-1-enyl]-phosphonic acid diisopropyl ester 
• 593-54-4 methylphosphine 
• 5518-61-6 methylenebis(phosphane) 
• 360069-43-8 3-[(E)-2-(Diisopropoxy-phosphoryl)-vinyl]-4,5-dimethoxy-benzoic acid methyl ester 

Relevant articles and documents

METHOD OF THE SYNTHESIS OF DIALKYL HALOALKYLPHOSPHONATES AND DIALKYL HALOALKYLOXYALKYLPHOSPHONATES

The invention deals with the method of the synthesis of dialkyl haloalkylphosphonates and dialkyl haloalkyloxyalkylphosphonates via a microwave-heated Michaelis-Arbuzov reaction of trialkylphosphites with dihaloalkanes or bis(haloalkyl)ethers in a closed vessel, during which the reaction mixture, containing a dihaloalkane or bis(haloalkyl)ether and a trialkylphosphite, is heated with microwave radiation with the standard frequency (2.45 GHz) to reach a reaction temperature which is specific for each individual halogen. In the subsequent reaction of the first dihaloalkane or bis(haloalkyl)ether halogen atom with trialkyl phosphite, the desired dialkyl haloalkylphosphonate or dialkyl haloalkyloxyalkylphosphonate is formed, but the reaction of its halogen atom with the so-far present trialkylphosphite, leading to the creation of the relevant bisphosphonate, no longer takes place. In the case of an inhomogeneous reaction mixture, also the desired product in the amount of 0.1-5 molar % is added to the reaction mixture for its homogenization, which homogenizes it and thus precludes its uncontrollable overheating. The entire process of synthesis is more effective, faster, less expensive and more environmentally friendly than the methods described so far in the literature. The possibility of performing the described procedure also in a continuous-flow microwave reactor allows industrial production with minimal demands on an optimization of the reaction conditions for larger quantities, eliminates some security risks, dramatically reduces the spatial demands in production and reduces the need for the usage of large-tonnage industrial reactors.

Synthesis of methylene bisphosphonates from carbon disulfide and phosphites via desulfurization: A mechanistic study

The reaction of carbon disulfide with an excess of sodium dialkylphosphite in an aprotic solvent led to the formation of the carbanion of methylene bisphosphonate and sodium thiophosphate. The mechanistic study of this unexpected reaction, using both 31P

Preparation of fluorinated compounds

A method for the preparation of a fluorinated Phosphonate having the formula (RO)2PO CFR′R″ comprises treating a phosphonate of the formula (RO)2PO CHR′R″, or a metal salt thereof, with fluorine. R is an alkyl group R′ is hydrogen or alkyl and R″ is hydrogen, alkyl or another group.