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CS-W001157 4
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4-Fluoro-2-iodo-1-nitrobenzene

  • CAS No. 41860-64-4

  • Cat. No. CS-0097279
  • Purity≥97%
  • MDL No.MFCD16658618

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

4-Fluoro-2-iodo-1-nitrobenzene|CS-0097279

Structure of 41860-64-4

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General Information

  • CAS No. 41860-64-4
  • Cat. No. CS-0097279
  • Purity ≥97%
  • MDL No. MFCD16658618
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₃FINO₂
  • Molecular Weight 267.00
  • Synonym(s) 4-Fluoro-2-iodonitrobenzene
  • SMILES O=[N+](C1=CC=C(F)C=C1I)[O-]

Description

4-Fluoro-2-iodo-1-nitrobenzene features a trifunctional aromatic core with electron-withdrawing nitro and iodine groups flanking a fluorine substituent. This configuration enables direct coupling in cross-coupling reactions, offering high reactivity under palladium catalysis. The molecule exhibits excellent stability under standard handling conditions and integrates readily into complex synthetic sequences requiring orthogonal functional group compatibility.

Application

4-Fluoro-2-iodo-1-nitrobenzene serves as a versatile building block in cross-coupling chemistry, enabling efficient construction of substituted aromatic systems. The ortho-iodo and fluoro groups provide complementary reactivity for sequential functionalization via palladium-catalyzed coupling and nucleophilic aromatic substitution. Its bench-stable nature and tolerance to diverse reaction conditions facilitate reliable use in multi-step syntheses of pharmaceutical intermediates and advanced materials.

Synthesis

  • Route1

    References

    • Kuntz, Kevin; Uehling, David Edward; Waterson, Alex Gregory; Emmitte, Kyle Allen; Stevens, Kirk; Shotwell, John Brad; Smith, Stephon Cornell; Nailor, Kristen E.; Salovich, James M.; Wilson, Brian John; Cheung, Mui; Mook, Robert Anthony; Baum, Erich W.; Moorthy, Ganesh Patent: US2008/300242 A1, 2008 ; Location in patent: Page/Page column 63 ; US 20080300242 A1

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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