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CS-W001157 4
Total: USD 88.00

4-Nitrobutanoic acid

  • CAS No. 16488-43-0

  • Cat. No. CS-0198123
  • Purity≥95%
  • MDL No.MFCD17013393

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

4-Nitrobutanoic acid|CS-0198123

Structure of 16488-43-0

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General Information

  • CAS No. 16488-43-0
  • Cat. No. CS-0198123
  • Purity ≥95%
  • MDL No. MFCD17013393
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₇NO₄
  • Molecular Weight 133.10
  • Synonym(s) γ-Nitrobutyric acid
  • SMILES O=C(O)CCC[N+]([O-])=O

Description

4-Nitrobutanoic acid features a para-nitro group flanking a carboxylic acid moiety, enabling direct incorporation into conjugate addition reactions and Michael acceptor systems. This electron-deficient alkyl chain facilitates efficient coupling with nucleophiles under mild conditions, offering a stable, bench-ready platform for synthesizing bioactive analogs and nitrogen-containing heterocycles.

Application

4-Nitrobutanoic acid serves as a versatile building block in synthetic organic chemistry, enabling efficient access to γ-amino acids and nitrogen-containing heterocycles via reduction and cyclization. Its well-defined reactivity profile supports robust functional group transformation, including selective reduction of the nitro group to an amine under standard conditions, facilitating downstream derivatization. The molecule exhibits good bench stability and ease of purification, making it suitable for both small-scale synthesis and scalable process development.

Synthesis

  • Route1
    • Tert-butyl 4-nitrobutanoate|CS-0467795
      110106-95-1
    • ~99%
    • In-stock
      4-Nitrobutanoic acid|CS-0198123
      16488-43-0

    References

    • REDWOOD BIOSCIENCE, INC.; KUDIRKA, Romas Alvydas; ALBERS, Aaron Edward; RABUKA, David Patent: WO2014/74218 A1, 2014 ; Location in patent: Paragraph 00427-00428 ;
  • Route2
    • null|null
      616-45-5
    • ~97%
    • In-stock
      4-Nitrobutanoic acid|CS-0198123
      16488-43-0

    References

    • Annese, Cosimo; D'Accolti, Lucia; Filardi, Rosella; Tommasi, Immacolata; Fusco, Caterina Tetrahedron Letters, 2013 , vol. 54, # 6 p. 515 - 517
  • Route3

    References

    • Hansen JR., Donald W.; Webber, R. Keith; Hallinan, E. Ann; Toth, Mihaly V.; Pitzele, Barnett S.; Awasthi, Alok K.; Moormann, Alan E.; Metz, Suzanne; Snyder, Jeffery S.; Moore, William M.; Scholten, Jeffrey A. Patent: US2001/44539 A1, 2001 ;

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   80.44
  • LogP   0.1279
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   4

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