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CS-W001157 4
Total: USD 88.00

4-Fluoro-1-methyl-2-nitrobenzene

  • CAS No. 446-10-6

  • Cat. No. CS-W016254
  • Purity≥97%
  • MDL No.MFCD00007200

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

4-Fluoro-1-methyl-2-nitrobenzene|CS-W016254

Structure of 446-10-6

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General Information

  • CAS No. 446-10-6
  • Cat. No. CS-W016254
  • Purity ≥97%
  • MDL No. MFCD00007200
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆FNO₂
  • Molecular Weight 155.13
  • Synonym(s) Fluoronitrotoluene4
  • SMILES CC1=CC=C(F)C=C1[N+]([O-])=O

Description

4-Fluoro-1-methyl-2-nitrobenzene features a strategically positioned nitro group flanked by fluorine and methyl substituents, enabling precise electronic tuning for cross-coupling reactions. This electron-deficient aryl building block integrates efficiently into complex molecular architectures under standard conditions.

Application

4-Fluoro-1-methyl-2-nitrobenzene serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its reactive aryl fluoride and electron-withdrawing nitro group. The methyl substituent enhances metabolic stability, while the ortho-nitro group facilitates subsequent reductions and cyclizations. Its bench-stable nature and compatibility with standard synthetic protocols make it well-suited for constructing complex heterocyclic scaffolds and API intermediates.

Synthesis

  • Route1
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      352-32-9
    • ~%
    • In-stock
      4-Fluoro-1-methyl-2-nitrobenzene|CS-W016254
      446-10-6

    References

    • Cell Pathways, Inc. Patent: US6020379 A1, 2000 ;
  • Route2

    References

    • Laali; Gettwert Journal of Organic Chemistry, 2001 , vol. 66, # 1 p. 35 - 40
  • Route3
    • null|null
      56-23-5
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      352-32-9
    • null|null
      7697-37-2
    • ~%
    • null|null
      119-33-5
    • In-stock
      4-Fluoro-1-methyl-2-nitrobenzene|CS-W016254
      446-10-6
    • null|null
      609-93-8
    • In-stock
      1-Fluoro-4-methyl-2-nitrobenzene|CS-W002019
      446-11-7

    References

    • Desirant Bulletin des Societes Chimiques Belges, 1933 , vol. 42, p. 295,305

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   43.14
  • LogP   2.04232
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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