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CS-W001157 4
Total: USD 88.00

2-Iodopyrazine

  • CAS No. 32111-21-0

  • Cat. No. CS-W004887
  • Purity≥97%
  • MDL No.MFCD01319019

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

2-Iodopyrazine|CS-W004887

Structure of 32111-21-0

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General Information

  • CAS No. 32111-21-0
  • Cat. No. CS-W004887
  • Purity ≥97%
  • MDL No. MFCD01319019
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₃IN₂
  • Molecular Weight 205.98
  • Synonym(s) T6N DNJ BI [WLN]
  • SMILES IC1=CN=CC=N1

Description

2-Iodopyrazine is a bench-stable, electron-deficient heterocycle featuring a reactive iodine substituent at the 2-position. This configuration enables direct functionalization via cross-coupling reactions, making it a valuable scaffold for constructing complex pyrazine-based architectures in medicinal chemistry and materials science.

Application

2-Iodopyrazine serves as a versatile building block in cross-coupling chemistry, enabling efficient access to functionalized pyrazine scaffolds. Its iodine substituent facilitates palladium-catalyzed coupling reactions with arylboranes, alkynes, and other nucleophiles under mild conditions. The compound exhibits excellent bench stability, ease of handling, and compatibility with diverse functional groups, making it ideal for constructing complex heterocyclic architectures in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Ple, Nelly; Turck, Alain; Heynderickx, Arnault; Queguiner, Guy Tetrahedron, 1998 , vol. 54, # 33 p. 9701 - 9710
  • Route2
    • Pyrazine, ≥99%|CS-1268366
      290-37-9
    • ~72%
    • In-stock
      2-Iodopyrazine|CS-W004887
      32111-21-0

    References

    • Dong, Zhi-Bing; Zhu, Wei-Hua; Zhang, Zhi-Guang; Li, Min-Zhi Journal of Organometallic Chemistry, 2010 , vol. 695, # 5 p. 775 - 780
  • Route3
    • Pyrazine, ≥99%|CS-1268366
      290-37-9
    • ~54%
    • In-stock
      2,2'-Bipyrazyl|CS-0086029
      10199-00-5
    • In-stock
      2-Iodopyrazine|CS-W004887
      32111-21-0

    References

    • Seggio, Anne; Chevallier, Floris; Vaultier, Michel; Mongin, Florence Journal of Organic Chemistry, 2007 , vol. 72, # 17 p. 6602 - 6605

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

Quality Control

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Computational Chemistry Data

  • TPSA   25.78
  • LogP   1.0812
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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