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CS-W001157 4
Total: USD 88.00

1-Fluoro-4-iodo-2-nitrobenzene

  • CAS No. 364-75-0

  • Cat. No. CS-W004953
  • Purity≥96%
  • MDL No.MFCD09800783

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

1-Fluoro-4-iodo-2-nitrobenzene|CS-W004953

Structure of 364-75-0

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General Information

  • CAS No. 364-75-0
  • Cat. No. CS-W004953
  • Purity ≥96%
  • MDL No. MFCD09800783
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₃FINO₂
  • Molecular Weight None
  • Synonym(s) 2-Fluoro-5-iodonitrobenzene
  • SMILES O=[N+](C1=CC(I)=CC=C1F)[O-]

Description

1-Fluoro-4-iodo-2-nitrobenzene features a trifunctional aromatic core with complementary reactivity for cross-coupling and nucleophilic substitution. The electron-deficient ring enables efficient palladium-catalyzed coupling, while the fluorine and iodine positions offer orthogonal functionalization pathways. This compound serves as a versatile scaffold in medicinal chemistry and materials synthesis.

Application

1-Fluoro-4-iodo-2-nitrobenzene serves as a versatile diaryl building block for palladium-catalyzed cross-coupling reactions, enabling efficient construction of biaryl scaffolds. The ortho-nitro group enhances regioselectivity in coupling events, while the fluoro and iodo substituents provide orthogonal reactivity profiles. Bench-stable and compatible with standard synthetic workflows, it facilitates the synthesis of complex heterocycles and functionalized aryl systems relevant to pharmaceutical development.

Synthesis

  • Route1

    References

    • ELI LILLY AND COMPANY Patent: WO2005/94822 A1, 2005 ; Location in patent: Page/Page column 46 ; WO 2005/094822 A1
  • Route2

    References

    • van Hove Bulletin des Societes Chimiques Belges, 1927 , vol. 36, p. 375,376 Chem. Zentralbl., 1927 , vol. 98, # I p. 886 Full Text Show Details van Hove Bl. Acad. Belg., vol. <5> 12, p. 824,829
  • Route3

    References

    • van Hove Bulletin des Societes Chimiques Belges, 1927 , vol. 36, p. 375,376 Chem. Zentralbl., 1927 , vol. 98, # I p. 886

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

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Computational Chemistry Data

  • TPSA   43.14
  • LogP   2.3385
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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