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174653 Sigma-Aldrich

Triethyl 2-phosphonopropionate

98%

Synonym: 2-(Diethoxyphosphoryl)propionic acid ethyl ester

  • CAS Number 3699-66-9

  • Linear Formula (C2H5O)2P(O)CH(CH3)CO2C2H5

  • Molecular Weight 238.22

  •  Beilstein/REAXYS Number 1786994

  •  EC Number 223-033-4

  •  MDL number MFCD00009159

  •  PubChem Substance ID 24850353

  •  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   100
assay   98%
refractive index   n20/D 1.431 (lit.)
bp   143-144 °C/12 mmHg (lit.)
density   1.111 g/mL at 25 °C (lit.)
SMILES string   CCOC(=O)C(C)P(=O)(OCC)OCC
InChI   1S/C9H19O5P/c1-5-12-9(10)8(4)15(11,13-6-2)14-7-3/h8H,5-7H2,1-4H3
InChI key   BVSRWCMAJISCTD-UHFFFAOYSA-N

Description

Application

Reactant involved in:
• Intramolecular conjugate addition for the synthesis of floresolide B
• Chemoenzymatic one-pot synthesis of γ-butyrolactones
• Enantioselective synthesis of spiroindane di-Me acetic acid via asymmetric hydrogenation
• Stereoselective intramolecular Diels-Alder reactions
• Horner-Wadsworth-Emmons reactions

This Wittig-Horner reagent condenses with a wide variety of aldehydes and ketones to form acrylates.

Packaging

10, 50 g in glass bottle

Safety & Documentation

Safety Information

WGK Germany 
3
Flash Point(F) 
192.2 °F
Flash Point(C) 
89 °C
Protocols & Articles
Peer-Reviewed Papers
15

References

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