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64256 Sigma-Aldrich

Tetraethyl methylenediphosphonate

purum, ≥97.0% (GC)

Synonym: Bis(diethoxyphosphinyl)methane, Methylenediphosphonic acid tetraethylester, NSC 133889

  • CAS Number 1660-94-2

  • Linear Formula CH2[P(O)(OCH2CH3)2]2

  • Molecular Weight 288.21

  •  Beilstein Registry Number 1813241

  •  EC Number 216-764-5

  •  MDL number MFCD00039887

  •  PubChem Substance ID 329759942

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Properties

Related Categories C-C Bond Formation, Chemical Synthesis, Horner-Wadsworth-Emmons Reagents, Olefination, Synthetic Reagents More...
InChI Key   STJWVOQLJPNAQL-UHFFFAOYSA-N
grade   purum
assay   ≥97.0% (GC)
refractive index   n20/D 1.442(lit.)
  n20/D 1.442
bp   171-174 °C/11 mmHg(lit.)
density   1.16 g/mL at 25 °C(lit.)

Description

Other Notes

Horner-Wittig reagent for the synthesis of vinylic phosphonates ; Preparation of isosters of phosphates by Horner- Wittig reaction followed by hydrogenation

Application

Reactant for synthesis of:
• Dual substrate-site inhibitors of 3-deoxy-D-arabino-heptulosonate 7-phosphate synthase
• Unnatural alpha-amino acid derivatives containing gem-biphosphonates
• Biphenyl sulfonylamino Me bisphosphonic acids as inhibitors of matrix metalloproteinases and bone resorption
• Lycopene via Wittig-Horner reaction
• Alkylaminoethylbisphosphinic acids to target farnesyl diphosphate synthase
• Aromatic bisphosphonates for use as inhibitors of geranylgeranyl diphosphate synthase

Precursor for synthesis of dendritic polyglycerol anions used toward L-selectin inhibition

Price and Availability

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
3
RTECS 
SZ9150000
Flash Point(F) 
230 °F
Flash Point(C) 
110 °C
Protocols & Articles
Peer-Reviewed Papers
15

References

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replaced by

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Description

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359181 Tetraethyl methylenediphosphonate, 97%

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