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CS-W001157 4
Total: USD 88.00

Diethyl (2-(dimethylamino)-2-oxoethyl)phosphonate

  • CAS No. 3842-86-2

  • Cat. No. CS-0096159
  • Purity≥97%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

Diethyl (2-(dimethylamino)-2-oxoethyl)phosphonate|CS-0096159

Structure of 3842-86-2

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General Information

  • CAS No. 3842-86-2
  • Cat. No. CS-0096159
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₈NO₄P
  • Molecular Weight 223.21
  • Synonym(s) diethyl N,N-dimethylcarbamoylmethylphosphonate
  • SMILES O=P(OCC)(CC(N(C)C)=O)OCC

Description

Diethyl (2-(dimethylamino)-2-oxoethyl)phosphonate features a reactive phosphonate ester coupled with a dimethylamino carbonyl group, enabling direct incorporation into heterocyclic scaffolds. This bifunctional reagent facilitates efficient synthesis of phosphorus-containing bioactive compounds under mild conditions.

Application

Diethyl (2-(dimethylamino)-2-oxoethyl)phosphonate serves as a versatile building block in synthetic organic chemistry, enabling the construction of phosphonate-containing heterocycles and bioactive molecules. Its α,β-unsaturated carbonyl motif facilitates Michael additions and condensation reactions, while the dimethylamino group enhances nucleophilicity and solubility. The compound exhibits bench stability, tolerates diverse functional groups, and simplifies purification—making it ideal for iterative synthesis workflows in medicinal chemistry and process development.

Synthesis

  • Route1
    • null|null
      683-08-9
    • ~66%
    • In-stock
      Diethyl (2-(dimethylamino)-2-oxoethyl)phosphonate|CS-0096159
      3842-86-2

    References

    • Aboujaoude, Elie Elia; Collignon, Noel; Teulade, Marie-Paule; Savignac, Philippe Phosphorus and Sulfur and the Related Elements, 1985 , vol. 25, p. 57 - 62
  • Route2
    • null|null
      122-52-1
    • In-stock
      2-Chloro-N,N-dimethylacetamide|CS-0008654
      2675-89-0
    • ~76%
    • In-stock
      Diethyl (2-(dimethylamino)-2-oxoethyl)phosphonate|CS-0096159
      3842-86-2

    References

    • Green, James R.; Majewski, Marek; Snieckus, Victor Canadian Journal of Chemistry, 2006 , vol. 84, # 10 p. 1397 - 1410
  • Route3
    • In-stock
      N,N-Dimethylacetamide|CS-W023195
      127-19-5
    • null|null
      814-49-3
    • ~%
    • In-stock
      Diethyl (2-(dimethylamino)-2-oxoethyl)phosphonate|CS-0096159
      3842-86-2

    References

    • Tay, M.K.; About-Jaudet, E.; Collignon, N.; Savignac, P. Tetrahedron, 1989 , vol. 45, # 14 p. 4415 - 4430

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   55.84
  • LogP   1.3407
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   6

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