Merck
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116130

Sigma-Aldrich

Diethyl vinylphosphonate

97%

Synonym(s):
Vinylphosphonic acid diethyl ester
Linear Formula:
CH2=CHPO(OCH2CH3)2
CAS Number:
Molecular Weight:
164.14
Beilstein:
507596
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

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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.[1]
  • 2-(arylamino)ethyl phosphonates by condensing with primary and secondary amines via the aza-Michael addition reaction.[2]

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[3].

Packaging

10, 25 g in glass bottle

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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