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CS-W001157 4
Total: USD 88.00

2,6-Diiodopyridine

  • CAS No. 53710-17-1

  • Cat. No. CS-0091190
  • Purity≥97%
  • MDL No.None

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

2,6-Diiodopyridine|CS-0091190

Structure of 53710-17-1

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General Information

  • CAS No. 53710-17-1
  • Cat. No. CS-0091190
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃I₂N
  • Molecular Weight 330.89
  • Synonym(s) 2,6-DIIODO-PYRIDINE
  • SMILES IC1=CC=CC(I)=N1

Description

2,6-Diiodopyridine serves as a highly reactive pyridine scaffold featuring two iodine substituents at the 2 and 6 positions, creating a sterically constrained, electron-deficient platform. This configuration enables selective cross-coupling transformations under palladium catalysis, facilitating efficient access to functionalized heterocycles in synthetic methodology and medicinal chemistry applications.

Application

2,6-Diiodopyridine serves as a versatile building block in synthetic organic chemistry, enabling selective functionalization at the pyridine ring due to its orthogonal reactivity. The iodine substituents facilitate palladium-catalyzed cross-coupling reactions, including Suzuki-Miyaura and Stille couplings, with high chemoselectivity. Its bench-stable nature and compatibility with diverse reaction conditions make it valuable for constructing complex heterocyclic scaffolds and advanced intermediates in medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • Chau, Nguyet Trang Thanh; Meyer, Maxime; Komagawa, Shinsuke; Chevallier, Floris; Fort, Yves; Uchiyama, Masanobu; Mongin, Florence; Gros, Philippe C. Chemistry - A European Journal, 2010 , vol. 16, # 41 p. 12425 - 12433
  • Route2

    References

    • Aucagne, Vincent; Berna, Jose; Crowley, James D.; Goldup, Stephen M.; Haenni, Kevin D.; Leigh, David A.; Lusby, Paul J.; Ronaldson, Vicki E.; Slawin, Alexandra M. Z.; Viterisi, Aurelien; Walker, D. Barney Journal of the American Chemical Society, 2007 , vol. 129, # 39 p. 11950 - 11963
  • Route3

    References

    • Chemistry - A European Journal, , vol. 16, # 41 p. 12425 - 12433

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   2.2908
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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