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CS-W001157 4
Total: USD 88.00

4-Fluoro-2-iodoaniline

  • CAS No. 61272-76-2

  • Cat. No. CS-W004776
  • Purity≥98%
  • MDL No.MFCD00042584

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

4-Fluoro-2-iodoaniline|CS-W004776

Structure of 61272-76-2

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General Information

  • CAS No. 61272-76-2
  • Cat. No. CS-W004776
  • Purity ≥98%
  • MDL No. MFCD00042584
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅FIN
  • Molecular Weight 237.01
  • Synonym(s) Benzenamine, 4-fluoro-2-iodo-
  • SMILES FC1=CC(=C(N)C=C1)I

Description

4-Fluoro-2-iodoaniline features a strategically positioned fluorine atom and iodine substituent on the aniline scaffold, enabling selective cross-coupling reactions. The electron-withdrawing fluorine enhances reactivity in palladium-catalyzed transformations, while the iodide serves as a high-efficiency coupling handle. This combination delivers precise functionalization in complex molecule synthesis under standard conditions.

Application

4-Fluoro-2-iodoaniline serves as a versatile building block for palladium-catalyzed cross-coupling reactions, enabling efficient construction of biaryl scaffolds under standard Suzuki-Miyaura and Stille conditions. The ortho-iodo group exhibits high reactivity, while the para-fluoro substituent provides enhanced metabolic stability and favorable electronic modulation in target molecule design. Bench-stable and readily purified by column chromatography, it facilitates streamlined synthesis of complex heterocycles and pharmaceutical intermediates.

Synthesis

  • Route1
    • null|null
      371-40-4
    • ~92%
    • In-stock
      4-Fluoro-2-iodoaniline|CS-W004776
      61272-76-2

    References

    • Beugelmans, Rene; Chbani, Mohamed Bulletin de la Societe Chimique de France, 1995 , vol. 132, p. 306 - 313

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅱ
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P302+P352-P304+P340

Quality Control

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Computational Chemistry Data

  • TPSA   26.02
  • LogP   2.0125
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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