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Key Documents

174653

Sigma-Aldrich

Triethyl 2-phosphonopropionate

98%

Synonym(s):

2-(Diethoxyphosphoryl)propionic acid ethyl ester

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About This Item

Linear Formula:
(C2H5O)2P(O)CH(CH3)CO2C2H5
CAS Number:
Molecular Weight:
238.22
Beilstein:
1786994
EC Number:
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

form

liquid

reaction suitability

reaction type: C-C Bond Formation

refractive index

n20/D 1.431 (lit.)

bp

143-144 °C/12 mmHg (lit.)

density

1.111 g/mL at 25 °C (lit.)

functional group

ester
phosphonate

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

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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.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

192.2 °F - closed cup

Flash Point(C)

89 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Synthetic Communications, 21, 17-17 (1991)
Tetrahedron, 48, 10327-10327 (1992)

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