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CS-W001157 4
Total: USD 88.00

5-Iodopent-1-yne

  • CAS No. 2468-55-5

  • Cat. No. CS-0088561
  • Purity≥96%
  • MDL No.MFCD09907724

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

5-Iodopent-1-yne|CS-0088561

Structure of 2468-55-5

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General Information

  • CAS No. 2468-55-5
  • Cat. No. CS-0088561
  • Purity ≥96%
  • MDL No. MFCD09907724
  • Storage -20°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₇I
  • Molecular Weight 194.02
  • Synonym(s) 5-Iodo-1-pentyne
  • SMILES ICCCC#C

Description

5-Iodopent-1-yne features a terminal alkyne group conjugated with a pendant iodine atom, enabling efficient copper-catalyzed coupling reactions. This reactivity profile supports rapid access to functionalized alkynes in synthetic and bioconjugation workflows. The molecule exhibits excellent stability under standard conditions and facilitates site-specific derivatization in complex molecular architectures.

Application

5-Iodopent-1-yne serves as a versatile building block in transition-metal-catalyzed coupling reactions, enabling efficient access to functionalized alkynes and conjugated systems. Its terminal alkyne functionality reacts reliably with palladium and copper catalysts in Sonogashira and Glaser-type couplings, while the iodide group supports cross-coupling with aryl and vinyl partners. The molecule exhibits good bench stability and facilitates straightforward purification, making it well-suited for synthetic workflows in medicinal chemistry and materials science.

Synthesis

  • Route1
    • null|null
      14267-92-6
    • ~97%
    • In-stock
      5-Iodopent-1-yne|CS-0088561
      2468-55-5

    References

    • Trost, Barry M.; Breder, Alexander; Kai, Bao Organic Letters, 2012 , vol. 14, # 7 p. 1708 - 1711
  • Route2
    • Pent-4-yn-1-yl 4-methylbenzenesulfonate|CS-0109787
      77758-50-0
    • ~92%
    • In-stock
      5-Iodopent-1-yne|CS-0088561
      2468-55-5

    References

    • Tashima, Toshihiko; Toriumi, Yoshimi; Mochizuki, Yumi; Nonomura, Taro; Nagaoka, Satoru; Furukawa, Katsuo; Tsuru, Hiromichi; Adachi-Akahane, Satomi; Ohwada, Tomohiko Bioorganic and Medicinal Chemistry, 2006 , vol. 14, # 23 p. 8014 - 8031
  • Route3

    References

    • Boaventura, Maria-Amelia; Drouin, Jacques Bulletin de la Societe Chimique de France, 1987 , # 6 p. 1015 - 1026

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02,GHS07
Signal Word : Danger
UN#: 1993
Class : 3
Packing Group : Ⅲ
Hazard Statements : H226-H315-H319
Precautionary Statements : P210-P233-P240-P241-P242-P243-P264-P280-P302+P352-P362+P364-P370+P378-P501

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Computational Chemistry Data

  • TPSA   0
  • LogP   1.8348
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   2

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