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359181 Sigma-Aldrich

Tetraethyl methylenediphosphonate

97%

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/REAXYS Number 1813241

  •  EC Number 216-764-5

  •  MDL number MFCD00039887

  •  PubChem Substance ID 24862057

  •  NACRES NA.22

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Properties

Related Categories C-C Bond Formation, Chemical Synthesis, Horner-Wadsworth-Emmons Reagents, Olefination, Synthetic Reagents More...
Quality Level   200
assay   97%
reaction suitability   reaction type: C-C Bond Formation
refractive index   n20/D 1.442 (lit.)
bp   171-174 °C/11 mmHg (lit.)
density   1.16 g/mL at 25 °C (lit.)
SMILES string   CCOP(=O)(CP(=O)(OCC)OCC)OCC
InChI   1S/C9H22O6P2/c1-5-12-16(10,13-6-2)9-17(11,14-7-3)15-8-4/h5-9H2,1-4H3
InChI key   STJWVOQLJPNAQL-UHFFFAOYSA-N

Description

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

Packaging

5, 25 mL in glass bottle

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
RTECS 
SZ9150000
Flash Point(F) 
230.0 °F - closed cup
Flash Point(C) 
110 °C - closed cup
Protocols & Articles
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