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CS-W001157 4
Total: USD 88.00

2,4-Difluoro-6-iodoaniline

  • CAS No. 582319-15-1

  • Cat. No. CS-0146874
  • Purity≥98%
  • MDL No.MFCD08059536

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

2,4-Difluoro-6-iodoaniline|CS-0146874

Structure of 582319-15-1

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General Information

  • CAS No. 582319-15-1
  • Cat. No. CS-0146874
  • Purity ≥98%
  • MDL No. MFCD08059536
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄F₂IN
  • Molecular Weight 255.00
  • Synonym(s) None
  • SMILES NC1=C(I)C=C(F)C=C1F

Description

2,4-Difluoro-6-iodoaniline delivers a trifunctional aryl scaffold featuring orthogonal reactivity at the iodine and amine sites. The electron-deficient ring enhances coupling efficiency in palladium-catalyzed cross-coupling reactions. Bench-stable under standard conditions, this aniline derivative integrates seamlessly into complex molecular architectures for pharmaceutical and agrochemical discovery.

Application

2,4-Difluoro-6-iodoaniline serves as a versatile building block for palladium-catalyzed cross-coupling reactions, enabling efficient construction of biaryl scaffolds in medicinal chemistry and materials science. The ortho-fluoro substituents enhance reactivity in Suzuki-Miyaura and Buchwald-Hartwig couplings, while the iodine group provides high chemoselectivity and compatibility with standard reaction conditions. Bench-stable and readily purified by recrystallization, it functions reliably in multi-step syntheses requiring functional group tolerance and predictable transformation outcomes.

Synthesis

  • Route1

    References

    • Politanskaya, Larisa V.; Chuikov, Igor P.; Kolodina, Ekaterina A.; Shvartsberg, Mark S.; Shteingarts, Vitalij D. Journal of Fluorine Chemistry, 2012 , vol. 135, p. 97 - 107

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H332-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   26.02
  • LogP   2.1516
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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