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CS-W001157 4
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3-Iodocyclopent-2-en-1-one

  • CAS No. 61765-46-6

  • Cat. No. CS-0611577
  • Molecule weight208.00
  • Purity≥97%
  • MDL No.None

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

3-Iodocyclopent-2-en-1-one|CS-0611577

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General Information

  • CAS No. 61765-46-6
  • Cat. No. CS-0611577
  • Purity ≥97%
  • MDL No. None
  • Storage -20°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₅IO
  • Molecular Weight 208.00
  • Synonym(s) 3-Iodo-2-cyclopenten-1-one
  • SMILES O=C1C=C(I)CC1

Description

3-Iodocyclopent-2-en-1-one features a reactive iodine substituent at the C3 position of a cyclopentenone ring, enabling direct functionalization in cross-coupling reactions. The conjugated enone system enhances electrophilicity, facilitating nucleophilic attack or transition-metal-catalyzed transformations under mild conditions. This structure combines synthetic accessibility with high reactivity, making it a valuable intermediate for complex molecule assembly.

Application

3-Iodocyclopent-2-en-1-one serves as a versatile building block for transition-metal-catalyzed couplings, enabling efficient access to functionalized cyclopentane scaffolds. Its iodine moiety facilitates palladium- and copper-mediated transformations with high chemoselectivity, while the enone system supports conjugate additions and Diels–Alder reactions. The compound exhibits good bench stability and is readily purified by flash chromatography, making it well-suited for iterative synthesis in medicinal chemistry and natural product development.

Synthesis

  • Route1

    References

    • Mancini, Ines; Cavazza, Marino; Guella, Graziano; Pietra, Francesco Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1994 , # 15 p. 2181 - 2186

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

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Computational Chemistry Data

  • TPSA   17.07
  • LogP   1.6682
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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