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CS-W001157 4
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Ethyl 4-cyanobutanoate

  • CAS No. 10444-38-9

  • Cat. No. CS-0151586
  • Purity≥97%
  • MDL No.MFCD11040664

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

Ethyl 4-cyanobutanoate|CS-0151586

Structure of 10444-38-9

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General Information

  • CAS No. 10444-38-9
  • Cat. No. CS-0151586
  • Purity ≥97%
  • MDL No. MFCD11040664
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₁NO₂
  • Molecular Weight 141.17
  • Synonym(s) Butanoic acid, 4-cyano-, ethyl ester
  • SMILES CCOC(=O)CCCC#N

Description

Ethyl 4-cyanobutanoate serves as a key synthetic intermediate featuring a γ-cyanocarboxylate motif. This versatile building block integrates readily into heterocyclic systems and enables efficient access to bioactive amides and lactams under standard conditions.

Application

Ethyl 4-cyanobutanoate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to pyrrolidine and piperidine derivatives via cyclization reactions. Its well-established reactivity facilitates straightforward functional group interconversions, including hydrolysis to the corresponding acid or reduction to the amine precursor. The molecule exhibits good bench stability and ease of purification, making it suitable for scalable synthesis and integration into standard medicinal chemistry workflows.

Synthesis

  • Route1
    • null|null
      773837-37-9
    • In-stock
      4-Bromobutyric acid ethyl ester|CS-W020133
      2969-81-5
    • ~80%
    • In-stock
      Ethyl 4-cyanobutanoate|CS-0151586
      10444-38-9

    References

    • Nguyen-Trung, Anh Thu; Tritsch, Denis; Grosdemange-Billiard, Catherine; Rohmer, Michel Bioorganic and Medicinal Chemistry Letters, 2013 , vol. 23, # 6 p. 1643 - 1647
  • Route2
    • Diethyl 2-cyanopentanedioate|CS-0719159
      7251-97-0
    • ~92%
    • In-stock
      Ethyl 4-cyanobutanoate|CS-0151586
      10444-38-9

    References

    • Quinet, Coralie; Sampoux, Laetitia; Marko, Istvan E. European Journal of Organic Chemistry, 2009 , # 11 p. 1806 - 1811
  • Route3
    • In-stock
      Ethyl γ-iodobutyrate|CS-0029516
      7425-53-8
    • null|null
      19158-51-1
    • ~88%
    • In-stock
      Ethyl 4-cyanobutanoate|CS-0151586
      10444-38-9

    References

    • Kim, Sunggak; Song, Hyun-Ji Synlett, 2002 , # 12 p. 2110 - 2112

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2810
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H311-H331
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   50.09
  • LogP   1.24338
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   4

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