116130

Diethyl vinylphosphonate

97%

• Synonym(s): Vinylphosphonic acid diethyl ester
• Linear Formula: CH₂=CHPO(OCH₂CH₃)₂
• CAS Number: 682-30-4
• Molecular Weight: 164.14
• Beilstein/REAXYS Number: 507596
• EC Number: 211-663-2
• MDL number: MFCD00009079
• UNSPSC Code: 12352100
• PubChem Substance ID: 24847265
• NACRES: NA.22

Properties

• 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.

Safety Information

• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 3
• flash_point_f: 230.0 °F - closed cup
• flash_point_c: 110 °C - closed cup
• ppe: Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)