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1660-95-3

1660-95-3 Structure

1660-95-3 Structure
IdentificationMore
[Name]

Tetraisopropyl methylenediphosphonate
[CAS]

1660-95-3
[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
Tetra isopropyl methylene diphospshonate
METHYLENEBIS-PHOSPHONICACID,TETRAKIS(1-METHYLETHYL)ESTER
METHYLENEPHOSPHONIC ACID TETRAISOPROPYL ESTER
Tetraisopropyl(methylene)bisphosphonate, 98 %
2-[Di(propan-2-yloxy)phosphorylmethyl-propan-2-yloxyphosphoryl]oxypropane
Bis(diisopropoxyphosphinyl)methane
Tetraisopropyl Methylenediphonate
[EINECS(EC#)]

216-765-0
[Molecular Formula]

C13H30O6P2
[MDL Number]

MFCD00015021
[Molecular Weight]

344.32
[MOL File]

1660-95-3.mol
Chemical PropertiesBack Directory
[Appearance]

Clear colorless to slightly yellow liquid
[Boiling point ]

155 °C/0.5 mmHg (lit.)
[density ]

1.08 g/mL at 25 °C(lit.)
[vapor pressure ]

0.017Pa at 20℃
[refractive index ]

n20/D 1.431(lit.)
[Fp ]

320 °F
[storage temp. ]

-20°C
[solubility ]

Chloroform (Slightly), Methanol (Slightly)
[form ]

neat
[color ]

Clear Colourless to Yellow
[Specific Gravity]

1.080
[Water Solubility ]

Insoluble in water.
[BRN ]

1080180
[InChI]

1S/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
[InChIKey]

FKHXXJRKGVDPQP-UHFFFAOYSA-N
[SMILES]

CC(C)OP(=O)(CP(=O)(OC(C)C)OC(C)C)OC(C)C
[LogP]

1.3 at 20℃
[CAS DataBase Reference]

1660-95-3(CAS DataBase Reference)
[NIST Chemistry Reference]

Tetraisopropyl methylenediphosphonate(1660-95-3)
[EPA Substance Registry System]

1660-95-3(EPA Substance)
Questions And AnswerBack Directory
[Synthesis]

Synthesis of 1660-95-3

At -5°C to 0°C, under nitrogen atmosphere, diisopropyl phosphite (4 mL, 24 mmol) was added dropwise to a suspension of NaH (28.8 mmol, 1.2 equivalents) in dry THF (25 mL). The mixture was then stirred at 20°C for 3 h, and carbon disulfide (9.6 mmol, 0.4 equivalents) was added dropwise. The reaction mixture turned brown. Stirring was continued for 3 h, and the mixture was then poured into a saturated solution of NH4Cl and extracted with Et2O.

The combined organic layers were dried (MgSO4), the solvent was removed under reduced pressure, and the product was purified by vacuum distillation (110-115 °C at 3.10-2 mbar) to give the compound Tetraisopropyl methylenediphosphonate, a pale yellow oil (52%).
Safety DataBack Directory
[Symbol(GHS) ]

Corrosion (GHS05)
GHS05
[Signal word ]

Danger
[Hazard statements ]

H318
[Precautionary statements ]

P280-P305+P351+P338+P310
[Hazard Codes ]

Xi
[Risk Statements ]

R41:Risk of serious damage to eyes.
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S39:Wear eye/face protection .
[WGK Germany ]

3
[TSCA ]

Yes
[REACH Registrations]

Active
[HS Code ]

29319090
[Storage Class]

10 - Combustible liquids
[Hazard Classifications]

Eye Dam. 1
Raw materials And Preparation ProductsBack Directory
[Raw materials]

1-METHYLETHYLPHOSPHONICACIDBIS(1-METHYLETHYL)ESTER-->Phosphorous acid, bis(1-methylethyl) ester-->TRIISOPROPYL PHOSPHATE
[Preparation Products]

METHYLENEDIPHOSPHONIC ACID-->METHYLENEBIS(PHOSPHONIC DICHLORIDE)-->TETRAISOPROPYL DICHLOROMETHYLENE DIPHOSPHONATE
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Tetraisopropyl methylenediphosphonate(1660-95-3).msds
Hazard InformationBack Directory
[Chemical Properties]

Clear colorless to slightly yellow liquid
[Uses]

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-diphosphonate
  • tetraisopropyl 2-(3,5-bis(bromomethyl)phenyl)ethane-1,1-diphosphonate
[Uses]

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.
[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.
Spectrum DetailBack Directory
[Spectrum Detail]

Tetraisopropyl methylenediphosphonate(1660-95-3)MS
Tetraisopropyl methylenediphosphonate(1660-95-3)1HNMR
Tetraisopropyl methylenediphosphonate(1660-95-3)IR1
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Tetraisopropyl methylenediphosphonate, 98%(1660-95-3)
[Alfa Aesar]

Tetraisopropyl methylenediphosphonate, 98%(1660-95-3)
[Sigma Aldrich]

1660-95-3(sigmaaldrich)
[TCI AMERICA]

Tetraisopropyl Methylenediphosphonate,>97.0%(GC)(1660-95-3)
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