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116130 Sigma-Aldrich

Diethyl vinylphosphonate

97%

  • CAS Number 682-30-4

  • Linear Formula CH2=CHPO(OCH2CH3)2

  • Molecular Weight 164.14

  •  Beilstein/REAXYS Number 507596

  •  EC Number 211-663-2

  •  MDL number MFCD00009079

  •  PubChem Substance ID 24847265

  •  NACRES NA.22

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Properties

Related Categories Building Blocks, Chemical Synthesis, Organic Building Blocks, Phosphonates/Phosphinates, Phosphorus Compounds More...
Quality Level   100
assay   97%
refractive index   n20/D 1.429 (lit.)
bp   202 °C (lit.)
density   1.068 g/mL at 25 °C (lit.)
storage temp.   2-8°C
SMILES string   CCOP(=O)(OCC)C=C
InChI   1S/C6H13O3P/c1-4-8-10(7,6-3)9-5-2/h6H,3-5H2,1-2H3
InChI key   DREPONDJUKIQLX-UHFFFAOYSA-N

Description

Application

Diethyl vinylphosphonate (DEVP) can be used as a precursor for the synthesis of:
• α, β-unsaturated phosphonates by reacting with arylboronic acids via Pd-catalyzed Mizoroki−Heck reaction.
• 2-(arylamino)ethyl phosphonates by condensing with primary and secondary amines via the aza-Michael addition reaction.

It can be also employed as a monomer unit for the preparation of high-molecular-weight polymer, poly(diethyl vinylphosphonate) using lanthanide complexes.{18)

Diethyl vinylphosphonate has been used in the preparation of diethyl N-alkyl-2-aminoethylphosphonate.

Packaging

10, 25 g in glass bottle

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
RTECS 
TA1150000
Flash Point(F) 
230.0 °F - closed cup
Flash Point(C) 
110 °C - closed cup
Protocols & Articles
Peer-Reviewed Papers
15

References

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