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CS-W001157 4
Total: USD 88.00

2-Iodobenzamide

  • CAS No. 3930-83-4

  • Cat. No. CS-W003984
  • Purity≥98%
  • MDL No.MFCD00099248

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

2-Iodobenzamide|CS-W003984

Structure of 3930-83-4

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General Information

  • CAS No. 3930-83-4
  • Cat. No. CS-W003984
  • Purity ≥98%
  • MDL No. MFCD00099248
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆INO
  • Molecular Weight 247.03
  • Synonym(s) None
  • SMILES NC(=O)c1ccccc1I

Description

2-Iodobenzamide features a strategically positioned iodine atom on the benzene ring, enabling direct functionalization in cross-coupling reactions. This bench-stable amide integrates seamlessly into diverse synthetic pathways, offering enhanced reactivity and selectivity in pharmaceutical and materials development.

Application

2-Iodobenzamide serves as a versatile building block in cross-coupling chemistry, enabling efficient access to biaryl scaffolds via palladium-catalyzed reactions. Its iodide functionality exhibits high reactivity under standard Suzuki, Stille, and Negishi conditions, while the amide group provides stability and orthogonal handling. The molecule demonstrates excellent bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis in medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • Suginome, Michinori; Collet, Sylvain; Yoshihiko, Ito Organic Letters, 2002 , vol. 4, # 3 p. 351 - 354
  • Route2

    References

    • Verma, Praveen Kumar; Kumar, Neeraj; Sharma, Upendra; Bala, Manju; Kumar, Vishal; Singh, Bikram Synthetic Communications, 2013 , vol. 43, # 21 p. 2867 - 2875
  • Route3

    References

    • Moss, Robert A.; Chatterjee, Swati; Wilk, Boguslawa Journal of Organic Chemistry, 1986 , vol. 51, # 22 p. 4303 - 4307

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS08
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335-H361
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   44.08
  • LogP   2.17457
  • H_Acceptors   1
  • H_Donors   2
  • Rotatable_Bonds   1

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