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CS-W001157 4
Total: USD 88.00

2-Fluoro-4-iodo-3-picoline

  • CAS No. 153034-80-1

  • Cat. No. CS-W021692
  • Purity≥95%
  • MDL No.MFCD03095289

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

2-Fluoro-4-iodo-3-picoline|CS-W021692

Structure of 153034-80-1

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General Information

  • CAS No. 153034-80-1
  • Cat. No. CS-W021692
  • Purity ≥95%
  • MDL No. MFCD03095289
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅FIN
  • Molecular Weight 237.01
  • Synonym(s) 2-Fluoro-4-iodo-3-methylpyridine
  • SMILES CC1=C(I)C=CN=C1F

Description

2-Fluoro-4-iodo-3-picoline is a fluorinated heteroaryl building block featuring complementary halogen handles for cross-coupling. The electron-deficient pyridine core enables efficient palladium-catalyzed reactions, while the ortho-fluorine enhances regioselectivity and metabolic stability. This bench-stable reagent integrates readily into complex molecular architectures.

Application

2-Fluoro-4-iodo-3-picoline serves as a versatile building block for palladium-catalyzed cross-coupling reactions, enabling efficient construction of substituted heterocycles and biaryl scaffolds. The ortho-fluoro substituent enhances reactivity in nucleophilic aromatic substitution, while the iodine group provides high compatibility with Suzuki, Stille, and Negishi coupling protocols. Bench-stable and readily purified by distillation, it functions effectively in multi-step syntheses requiring functional group tolerance and predictable regiochemistry.

Synthesis

  • Route1
    • In-stock
      2-Fluoro-3-iodopyridine|CS-D0937
      113975-22-7
    • null|null
      74-88-4
    • ~90%
    • In-stock
      2-Fluoro-4-iodo-3-picoline|CS-W021692
      153034-80-1

    References

    • Rocca, P.; Cochennec, C.; Marsais, F.; Thomas-dit-Dumont, L.; Mallet, M.; et al. Journal of Organic Chemistry, 1993 , vol. 58, # 27 p. 7832 - 7838
  • Route2

    References

    • Synlett, , # 13 p. 2005 - 2010

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   2.13372
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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