Diethyl vinylphosphonate

Name: Diethyl vinylphosphonate
SKU: ACM682304
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Catalog NumberACM682304

CAS Number682-30-4

CategoryMonomers

IUPAC Name

1-[ethenyl(ethoxy)phosphoryl]oxyethane

Molecular Weight

164.14g/mol

Molecular Formula

C6H13O3P

Canonical SMILES

CCOP(=O)(C=C)OCC

InChI

InChI=1S/C6H13O3P/c1-4-8-10(7,6-3)9-5-2/h6H,3-5H2,1-2H3

InChI Key

DREPONDJUKIQLX-UHFFFAOYSA-N

Boiling Point

202.0 °C

Purity

98+ %

Application

Diethyl vinylphosphonate serves as a versatile chemical component with multiple applications in synthesis and polymer production. As a precursor, it facilitates the formation of α, β-unsaturated phosphonates when it reacts with arylboronic acids using a palladium-catalyzed Mizoroki-Heck reaction. It also enables the synthesis of 2-(arylamino)ethyl phosphonates through condensation with primary and secondary amines via the aza-Michael addition reaction. Additionally, diethyl vinylphosphonate can be utilized as a monomer unit to develop high-molecular-weight polymers like poly(diethyl vinylphosphonate), employing lanthanide complexes for polymerization.

Complexity

134

Covalently-Bonded Unit Count

EC Number

211-663-2

Exact Mass

164.060231g/mol

Formal Charge

Heavy Atom Count

Monoisotopic Mass

164.060231g/mol

Rotatable Bond Count