Diethyl Vinylphosphonate (DEVP) - ≥98%(GC) , CAS No.682-30-4

CAS: 682-30-4 Cat. No.: D155803 Molecular Weight: 164.14 Beilstein Registry Number: 507596 EC Number: 211-663-2

GRADE & PURITY ≥98%(GC)

Synonyms

DTXSID70218372 | Diethyl(vinyl)phosphonate | diethyl ethenylphosphonate | F0001-1789 | MFCD00009079 | Diethyl vinylphosphonate, 97% | Phosphonic acid, ethenyl-, diethyl ester | EN300-107820 | C6H13O3P | BRN 0507596 | D3728 | Ethenephosphonic acid, diethyl

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

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

Specifications

Synonyms

DTXSID70218372 | Diethyl(vinyl)phosphonate | diethyl ethenylphosphonate | F0001-1789 | MFCD00009079 | Diethyl vinylphosphonate, 97% | Phosphonic acid, ethenyl-, diethyl ester | EN300-107820 | C6H13O3P | BRN 0507596 | D3728 | Ethenephosphonic acid, diethyl

Specifications & Purity

≥98%(GC)

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%(GC)

Names and Identifiers

• Pubchem Sid: 488184371
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488184371
• Canonical Smiles: CCOP(=O)(C=C)OCC
• IUPAC Name: 1-[ethenyl(ethoxy)phosphoryl]oxyethane
• InChIKey: DREPONDJUKIQLX-UHFFFAOYSA-N
• INCHI: 1S/C6H13O3P/c1-4-8-10(7,6-3)9-5-2/h6H,3-5H2,1-2H3
• Isomeric SMILES: CCOP(=O)(C=C)OCC
• WGK Germany: 3
• RTECS: TA1150000
• Molecular Weight: 164.14
• Beilstein: 507596
• Reaxy-Rn: 507596
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=507596&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Organic phosphonic acids and derivatives
      • Subclass Phosphonic acid diesters

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Organic phosphonic acids and derivatives
• Subclass: Phosphonic acid diesters
• Intermediate Tree Nodes: Not available
• Direct Parent: Phosphonic acid diesters
• Alternative Parents: Phosphonic acid esters Organopnictogen compounds Organophosphorus compounds Organooxygen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Phosphonic acid diester - Phosphonic acid ester - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organophosphorus compound - Organooxygen compound - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as phosphonic acid diesters. These are organophosphorus compounds containing a diester derivative of phosphonic acid, with the general structure ROP(=O)OR' (R,R' = organyl group).
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Sensitivity: Heat Sensitive
• Refractive Index: 1.43
• Flash Point(°F): 230 °F
• Flash Point(°C): 110 °C
• Boil Point(°C): 82 °C/15 mmHg
• Molecular Weight: 164.140 g/mol
• XLogP3: 0.700
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 164.06 Da
• Monoisotopic Mass: 164.06 Da
• Topological Polar Surface Area: 35.500 Ų
• Heavy Atom Count: 10
• Formal Charge: 0
• Complexity: 134.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Xiao-Shui Li, Li-Dan Xu, Ya-Bing Shan, Bi-Feng Yuan, Yu-Qi Feng.  (2012)  Preparation of magnetic poly(diethyl vinylphosphonate-co-ethylene glycol dimethacrylate) for the determination of chlorophenols in water samples.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:23062977] [10.1016/j.chroma.2012.09.083]