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CS-W001157 4
Total: USD 88.00

4-iodobut-1-ene,98% (stabilized with MEHQ)

  • CAS No. 7766-51-0

  • Cat. No. CS-0139149
  • Purity97% (stabilized with MEHQ)
  • MDL No.None

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

4-iodobut-1-ene,98% (stabilized with MEHQ)|CS-0139149

Structure of 7766-51-0

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General Information

  • CAS No. 7766-51-0
  • Cat. No. CS-0139149
  • Purity 97% (stabilized with MEHQ)
  • MDL No. None
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₇I
  • Molecular Weight 182.00
  • Synonym(s) 4-Iodo-1-butene
  • SMILES C=CCCI

Description

4-Iodobut-1-ene, stabilized with MEHQ, is a reactive vinyl iodide featuring a terminal alkene and iodine at the γ-position. This bench-stable compound enables efficient cross-coupling reactions under mild conditions, integrating readily into synthetic sequences requiring selective C–I bond activation.

Application

4-Iodobut-1-ene, 98% (stabilized with MEHQ) serves as a versatile vinyl halide building block in transition-metal-catalyzed cross-coupling reactions. Its terminal alkene functionality enables efficient Suzuki, Stille, and Negishi couplings, while the iodine handle offers high reactivity and compatibility with palladium catalysts. The stabilizer MEHQ prevents polymerization during storage, ensuring bench stability and consistent performance in synthetic workflows requiring reliable functional group transformation.

Synthesis

  • Route1
    • null|null
      627-27-0
    • ~63%
    • In-stock
      4-iodobut-1-ene,98% (stabilized with MEHQ)|CS-0139149
      7766-51-0

    References

    • Helmboldt, Hannes; Koehler, Daniel; Hiersemann, Martin Organic Letters, 2006 , vol. 8, # 8 p. 1573 - 1576
  • Route2
    • null|null
      5162-44-7
    • ~62%
    • In-stock
      4-iodobut-1-ene,98% (stabilized with MEHQ)|CS-0139149
      7766-51-0

    References

    • Fry, Albert J.; Little, R. Daniel; Leonetti, Joseph Journal of Organic Chemistry, 1994 , vol. 59, # 17 p. 5017 - 5026
  • Route3
    • Pemetrexed Impurity 41|CS-1004835
      778-29-0
    • ~10%
    • In-stock
      4-iodobut-1-ene,98% (stabilized with MEHQ)|CS-0139149
      7766-51-0

    References

    • Abramova, N. M.; Zotova, S. V.; Nesmeyanova, O. A. Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1982 , vol. 31, # 5 p. 961 - 964 Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1982 , # 5 p. 1080 - 1083

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02,GHS06
Signal Word : Danger
UN#: 1992
Class : 3 (6.1)
Packing Group : Ⅲ
Hazard Statements : H226-H301-H317
Precautionary Statements : P210-P233-P240-P241-P242-P243-P261-P264-P270-P272-P280-P302+P352-P330-P363-P370+P378-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   1.9975
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   2

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