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CS-W001157 4
Total: USD 88.00

Ethyl γ-iodobutyrate

  • CAS No. 7425-53-8

  • Cat. No. CS-0029516
  • Purity≥95%
  • MDL No.MFCD00045325

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

Ethyl γ-iodobutyrate|CS-0029516

Structure of 7425-53-8

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General Information

  • CAS No. 7425-53-8
  • Cat. No. CS-0029516
  • Purity ≥95%
  • MDL No. MFCD00045325
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₁IO₂
  • Molecular Weight 242.05
  • Synonym(s) Ethyl 4-iodobutanoate; Ethyl 4-iodobutyrate; Butanoic acid, 4-iodo-, ethyl ester
  • SMILES O=C(OCC)CCCI

Description

Ethyl γ-iodobutyrate is a versatile alkylating agent featuring a reactive iodide group at the γ-position. This configuration enables efficient carbon–carbon bond formation in transition-metal-catalyzed cross-coupling reactions. The ester functionality enhances solubility in organic solvents and supports compatibility with diverse reaction conditions. Its bench-stable nature facilitates handling under standard laboratory protocols.

Application

Ethyl γ-iodobutyrate serves as a versatile γ-halo ester building block for transition-metal-catalyzed coupling reactions. Its iodide functionality enables efficient Pd- or Ni-mediated cross-couplings, including Negishi and Suzuki-Miyaura variants, with broad functional group tolerance. The molecule exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis of complex alkylated scaffolds in medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • Gupta, Atul; Gueddah, Rachid; Berube, Gervais Synthetic Communications, 2009 , vol. 39, # 1 p. 61 - 69
  • Route2
    • null|null
      3153-36-4
    • ~58%
    • In-stock
      Ethyl γ-iodobutyrate|CS-0029516
      7425-53-8

    References

    • Toshima, Hiroaki; Nara, Shinji; Aramaki, Hisateru; Ichihara, Akitami; Koda, Yasunori; Kikuta, Yoshio Bioscience, Biotechnology and Biochemistry, 1997 , vol. 61, # 10 p. 1724 - 1728
  • Route3
    • null|null
      96-48-0
    • null|null
      64-17-5
    • ~%
    • In-stock
      Ethyl γ-iodobutyrate|CS-0029516
      7425-53-8

    References

    • Synthetic Communications, , vol. 11, # 9 p. 763 - 768

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   1.7647
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   4

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