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Merck
CN

426431

Tetraisopropyl methylenediphosphonate

97%

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About This Item

Linear Formula:
CH2[P(O)[OCH(CH3)2]2]2
CAS Number:
Molecular Weight:
344.32
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
216-765-0
Beilstein/REAXYS Number:
1080180
MDL number:
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Product Name

Tetraisopropyl methylenediphosphonate, 97%

InChI key

ODTQUKVFOLFLIQ-UHFFFAOYSA-N

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

SMILES string

CC(C)OP(=O)(CP(=O)(OC(C)C)OC(C)C)OC(C)C

assay

97%

form

liquid

refractive index

n20/D 1.431 (lit.)

bp

155 °C/0.5 mmHg (lit.)

density

1.08 g/mL at 25 °C (lit.)

functional group

phosphonate

Quality Level

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Application

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

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.

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

320.0 °F - closed cup

flash_point_c

160 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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Synthesis of novel bisphosphonate polyamine conjugates and their affinity to hydroxyapatite.
Sankala E, et al.
ARKIVOC (Gainesville, FL, United States), 4, 233-241 (2012)
Extraction of europium and americium into nitrobenzene by using synergistic mixture of hydrogen dicarbollylcobaltate and tetraisopropyl methylene diphosphonate.
Makrlik E, et al.
J. Radioanal. Nucl. Chem., 283(3), 727-733 (2010)
Synthesis of Tetraisopropyl Methyenediphosphonate.
Jian-ming XU.
Jing Xi Hua Gong Zhong Jian Ti / Fine Chemical Intermediates, 4, 007-007 (2002)
L Gil et al.
Bioorganic & medicinal chemistry, 7(5), 901-919 (1999-07-10)
Conjugates of bisphosphonates (potential bone resorption inhibitors) and prostaglandin E2 (a bone formation enhancer) were prepared and evaluated for their ability to bind to bone and to liberate, enzymatically, free PGE2. The conjugate 3, an amide at C-1 of PGE2
Electron paramagnetic resonance studies of some copper (II) complexes with organophosphorus chelates.
Joesten MD, et al.
Journal of the American Chemical Society, 93(5), 1138-1140 (1971)

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