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CS-W001157 4
Total: USD 88.00

2-Chloro-4-iodo-6-(trifluoromethyl)pyridine

  • CAS No. 205444-22-0

  • Cat. No. CS-W007066
  • Purity≥97%
  • MDL No.MFCD10699394

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

2-Chloro-4-iodo-6-(trifluoromethyl)pyridine|CS-W007066

Structure of 205444-22-0

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General Information

  • CAS No. 205444-22-0
  • Cat. No. CS-W007066
  • Purity ≥97%
  • MDL No. MFCD10699394
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₂ClF₃IN
  • Molecular Weight 307.44
  • Synonym(s) 2-chloro-4-iodo-6-trifluoromethyl-pyridine
  • SMILES FC(F)(F)C1=CC(I)=CC(Cl)=N1

Description

2-Chloro-4-iodo-6-(trifluoromethyl)pyridine features a trifluoromethyl group that enhances electron-withdrawal and metabolic stability, while the orthogonal halogen substituents enable sequential cross-coupling reactions. This pyridine scaffold serves as a key building block for bioactive molecules in medicinal chemistry and agrochemical development.

Application

2-Chloro-4-iodo-6-(trifluoromethyl)pyridine serves as a versatile heterocyclic building block for Suzuki-Miyaura and Buchwald-Hartwig coupling reactions. The ortho-chloro and meta-iodo substituents enable sequential functionalization, while the trifluoromethyl group enhances metabolic stability and lipophilicity. Bench-stable and compatible with diverse reaction conditions, it facilitates efficient access to complex pyridyl scaffolds in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • 6-Chloro-3-iodo-2-(trifluoromethyl)pyridine|CS-0433243
      945717-57-7
    • ~71%
    • In-stock
      2-Chloro-4-iodo-6-(trifluoromethyl)pyridine|CS-W007066
      205444-22-0

    References

    • US2007/185058 A1, ; Page/Page column 17 ;
  • Route2
    • 2-Chloro-3-iodo-6-(trifluoromethyl)pyridine|CS-0105927
      205240-59-1
    • ~83%
    • In-stock
      2-Chloro-4-iodo-6-(trifluoromethyl)pyridine|CS-W007066
      205444-22-0

    References

    • European Journal of Organic Chemistry, , # 18 p. 3793 - 3798
  • Route3

    References

    • Tetrahedron Letters, , vol. 39, # 13 p. 1749 - 1752

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   3.3584
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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