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CS-W001157 4
Total: USD 88.00

4-Cyanobutanoic acid

  • CAS No. 39201-33-7

  • Cat. No. CS-W018817
  • Molecule weight113.12
  • Purity≥97%
  • MDL No.MFCD00218781

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

4-Cyanobutanoic acid|CS-W018817

Structure of 39201-33-7

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General Information

  • CAS No. 39201-33-7
  • Cat. No. CS-W018817
  • Purity ≥97%
  • MDL No. MFCD00218781
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₇NO₂
  • Molecular Weight 113.12
  • Synonym(s) None
  • SMILES N#CCCCC(=O)O

Description

4-Cyanobutanoic acid integrates a nitrile group at the γ-position relative to the carboxylic acid, enabling direct functionalization in synthetic routes. This electron-withdrawing moiety enhances reactivity for nucleophilic additions and facilitates derivatization under standard conditions. The molecule exhibits robust stability and convenient handling, making it valuable for building complex heterocycles and bioactive scaffolds in medicinal chemistry and materials science applications.

Application

4-Cyanobutanoic acid serves as a versatile building block in synthetic organic chemistry, enabling efficient access to γ-aminobutyric acid (GABA) derivatives and heterocyclic scaffolds via cyclization or hydrolysis. Its bifunctional nature—combining a nitrile and carboxylic acid group—facilitates orthogonal transformations, while its bench stability supports reliable handling in multi-step syntheses. Functions effectively in coupling reactions and serves as a key intermediate in the development of bioactive molecules and pharmaceutical candidates.

Synthesis

  • Route1
    • null|null
      544-13-8
    • ~97%
    • In-stock
      4-Cyanobutanoic acid|CS-W018817
      39201-33-7

    References

    • Mukherjee, Chandrani; Zhu, Dunming; Biehl, Edward R.; Hua, Ling European Journal of Organic Chemistry, 2006 , # 23 p. 5238 - 5242
  • Route2
    • null|null
      90734-81-9
    • ~94%
    • In-stock
      4-Cyanobutanoic acid|CS-W018817
      39201-33-7

    References

    • Dansou, Benedicte; Pichon, Christophe; Dhal, Robert; Brown, Eric; Mille, Stephane European Journal of Organic Chemistry, 2000 , # 8 p. 1527 - 1533
  • Route3
    • null|null
      544-13-8
    • ~72%
    • In-stock
      Glutaric acid|CS-W009536
      110-94-1
    • In-stock
      4-Cyanobutanoic acid|CS-W018817
      39201-33-7

    References

    • E. I. du Pont de Nemours and Company Patent: US5908954 A1, 1999 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS06
Signal Word : Danger
UN#: 2923
Class : 8,6.1
Packing Group : Ⅲ
Hazard Statements : H319
Precautionary Statements : P264-P280-P305+P351+P338

Quality Control

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Computational Chemistry Data

  • TPSA   61.09
  • LogP   0.76488
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   3

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