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CS-W001157 4
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N-(4-Iodophenyl)cyclopropanecarboxamide

  • CAS No. 23779-17-1

  • Cat. No. CS-0044980
  • Molecule weight287.10
  • Purity≥95%
  • MDL No.MFCD01327898

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

N-(4-Iodophenyl)cyclopropanecarboxamide|CS-0044980

Structure of 23779-17-1

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General Information

  • CAS No. 23779-17-1
  • Cat. No. CS-0044980
  • Purity ≥95%
  • MDL No. MFCD01327898
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₀INO
  • Molecular Weight 287.10
  • Synonym(s) None
  • SMILES O=C(C1CC1)NC2=CC=C(I)C=C2

Description

N-(4-Iodophenyl)cyclopropanecarboxamide features a cyclopropanecarboxamide core linked to an iodinated phenyl group, enabling direct incorporation into Suzuki-Miyaura coupling workflows. The iodoaryl moiety delivers high reactivity under palladium catalysis, while the strained cyclopropyl ring imparts conformational rigidity and enhanced metabolic stability. This combination supports efficient synthesis of bioactive arylated scaffolds in medicinal chemistry campaigns.

Application

N-(4-Iodophenyl)cyclopropanecarboxamide serves as a versatile building block for Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl architectures under standard catalytic conditions. The iodophenyl group exhibits high reactivity and compatibility with palladium catalysts, while the cyclopropanecarboxamide moiety provides structural rigidity and functional group tolerance. Its bench-stable nature and straightforward purification facilitate integration into multi-step synthetic sequences for pharmaceutical and agrochemical intermediates.

Synthesis

  • Route1
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      4023-34-1
    • In-stock
      4-Iodoaniline, 98%|CS-W008946
      540-37-4
    • ~%
    • In-stock
      N-(4-Iodophenyl)cyclopropanecarboxamide|CS-0044980
      23779-17-1

    References

    • DE1803084 , ; Chem.Abstr., , vol. 71, # 91119

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

Quality Control

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Computational Chemistry Data

  • TPSA   29.1
  • LogP   2.6397
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   2

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