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CS-W001157 4
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4-Iodobut-1-yne

  • CAS No. 43001-25-8

  • Cat. No. CS-0088596
  • Purity≥97%
  • MDL No.MFCD20414835

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

4-Iodobut-1-yne|CS-0088596

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General Information

  • CAS No. 43001-25-8
  • Cat. No. CS-0088596
  • Purity ≥97%
  • MDL No. MFCD20414835
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₅I
  • Molecular Weight 179.99
  • Synonym(s) 4-Iodo-1-butyne
  • SMILES C#CCCI

Description

4-Iodobut-1-yne is a reactive alkyne reagent featuring a terminal triple bond and a pendant iodide. This configuration enables efficient copper-catalyzed coupling reactions, particularly in click chemistry applications. The molecule exhibits high stability under standard conditions and facilitates rapid conjugation with azide-functionalized partners, streamlining the synthesis of bioconjugates and functionalized polymers.

Application

4-Iodobut-1-yne serves as a versatile building block in transition-metal-catalyzed coupling reactions, enabling efficient access to conjugated alkyne architectures. Its terminal alkyne functionality facilitates Sonogashira and Glaser couplings, while the iodide group provides a reliable handle for palladium-catalyzed cross-coupling transformations. The compound exhibits good bench stability and is compatible with standard purification protocols, making it a practical choice for synthesizing complex molecular scaffolds in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • SCHERING CORPORATION Patent: WO2009/143049 A1, 2009 ; Location in patent: Page/Page column 216-217 ; WO 2009/143049 A1
  • Route2

    References

    • Mukherjee, Anupam; Liu, Rai-Shung Organic Letters, 2011 , vol. 13, # 4 p. 660 - 663
  • Route3

    References

    • Tang, Wufeng; Prusov, Evgeny V. Angewandte Chemie - International Edition, 2012 , vol. 51, # 14 p. 3401 - 3404

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02,GHS05
Signal Word : Danger
UN#: 2924
Class : 3,8
Packing Group : Ⅱ
Hazard Statements : H225-H314
Precautionary Statements : P210-P233-P240-P241-P242-P243-P260-P264-P280-P301+P330+P331-P304+P340-P363-P370+P378-P405-P501

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Computational Chemistry Data

  • TPSA   0
  • LogP   1.4447
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   1

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