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CS-W001157 4
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Ethyl 2-cyanobutanoate

  • CAS No. 1619-58-5

  • Cat. No. CS-W022659
  • Purity≥98%
  • MDL No.MFCD02258598

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

Ethyl 2-cyanobutanoate|CS-W022659

Structure of 1619-58-5

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General Information

  • CAS No. 1619-58-5
  • Cat. No. CS-W022659
  • Purity ≥98%
  • MDL No. MFCD02258598
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₁NO₂
  • Molecular Weight 141.17
  • Synonym(s) ETHYL 2-CYANOBUTYRATE
  • SMILES CCC(C#N)C(OCC)=O

Description

Ethyl 2-cyanobutanoate features a conjugated cyano group flanked by an ester and alkyl chain, enabling efficient integration into Michael addition and heterocycle synthesis. This bench-stable reagent offers enhanced solubility in polar organic solvents and serves as a key building block for bioactive molecules.

Application

Ethyl 2-cyanobutanoate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to pyrrolidine and piperidine derivatives via cyclization reactions. Its α-cyano ester functionality exhibits high reactivity in nucleophilic additions and condensations, while the ethyl ester group supports standard hydrolysis and coupling transformations. Bench-stable and readily purified by distillation or column chromatography, it functions reliably in multistep syntheses of bioactive heterocycles and pharmaceutical intermediates.

Synthesis

  • Route1
    • Ethyl (E)-2-cyanobut-2-enoate|CS-1163132
      65221-11-6
    • ~71%
    • In-stock
      Ethyl 2-cyanobutanoate|CS-W022659
      1619-58-5

    References

    • Smallridge, Andrew J.; Ten, Abilio; Trewhella, Maurie A. Tetrahedron Letters, 1998 , vol. 39, # 28 p. 5121 - 5124
  • Route2
    • null|null
      74-96-4
    • null|null
      105-56-6
    • ~56%
    • Ethyl 2-cyano-2-ethylbutanoate|CS-0312889
      1619-56-3
    • In-stock
      Ethyl 2-cyanobutanoate|CS-W022659
      1619-58-5

    References

    • Farmaco, , vol. 57, # 2 p. 109 - 116
  • Route3
    • null|null
      64-17-5
    • null|null
      105-56-6
    • ~58%
    • In-stock
      Ethyl 2-cyanobutanoate|CS-W022659
      1619-58-5

    References

    • Fuganti; Pedrocchi-Fantoni; Servi Tetrahedron Letters, 1990 , vol. 31, # 29 p. 4195 - 4198

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1760
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P260-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P310-P312-P330-P332+P313-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   50.09
  • LogP   1.09928
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   3

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