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CS-W001157 4
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Diethyl (2-cyanoethyl)phosphonate

  • CAS No. 10123-62-3

  • Cat. No. CS-0362849
  • Purity≥98%
  • MDL No.None

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

Diethyl (2-cyanoethyl)phosphonate|CS-0362849

Structure of 10123-62-3

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General Information

  • CAS No. 10123-62-3
  • Cat. No. CS-0362849
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₄NO₃P
  • Molecular Weight 191.16
  • Synonym(s) Ethanephosphonic acid, 2-cyano-, diethyl ester
  • SMILES N#CCCP(OCC)(OCC)=O

Description

Diethyl (2-cyanoethyl)phosphonate features a cyanoethyl group that enables efficient conjugate addition reactions. This phosphonate ester delivers high functional group tolerance and stability under standard conditions, facilitating direct incorporation into complex molecular architectures. The electron-deficient nitrile moiety enhances reactivity in nucleophilic transformations, supporting streamlined synthesis of phosphorylated analogs.

Application

Diethyl (2-cyanoethyl)phosphonate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to phosphonate-containing scaffolds via Pudovik or Michael-type additions. Its cyano group facilitates subsequent transformations such as hydrolysis, reduction, or cyclization, while the phosphonate moiety supports Stetter, Horner–Wadsworth–Emmons, and related olefination reactions. The compound exhibits good bench stability and is readily purified by distillation or chromatography, making it well-suited for use in medicinal chemistry and process development workflows.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   59.32
  • LogP   2.16618
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   6

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