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CS-W001157 4
Total: USD 88.00

5-Methyl-2-nitrofluorobenzene

  • CAS No. 446-34-4

  • Cat. No. CS-D1384
  • Purity≥97%
  • MDL No.MFCD00007053

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

5-Methyl-2-nitrofluorobenzene|CS-D1384

Structure of 446-34-4

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General Information

  • CAS No. 446-34-4
  • Cat. No. CS-D1384
  • Purity ≥97%
  • MDL No. MFCD00007053
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆FNO₂
  • Molecular Weight 155.13
  • Synonym(s) Benzene, 2-fluoro-4-methyl-1-nitro-
  • SMILES O=[N+](C1=CC=C(C)C=C1F)[O-]

Description

5-Methyl-2-nitrofluorobenzene features a strategically positioned nitro group and methyl substituent that enhance electrophilic reactivity in transition metal-catalyzed cross-coupling reactions. This electron-deficient aryl fluoride integrates readily into complex molecular architectures, offering high stability under standard conditions and compatibility with diverse reaction setups.

Application

5-Methyl-2-nitrofluorobenzene serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions due to its reactive aryl fluoride functionality. The ortho-nitro and methyl groups provide regiochemical control and enhance electrophilic reactivity, while the compound exhibits good bench stability and compatibility with standard purification methods. Its structure facilitates efficient access to substituted heterocycles and functionalized aromatic scaffolds commonly encountered in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Zeng, Lei; Li, Jiaming; Muller, Michaela; Yan, Sherry; Mujtaba, Shiraz; Pan, Chongfeng; Wang, Zhiyong; Zhou, Ming-Ming Journal of the American Chemical Society, 2005 , vol. 127, # 8 p. 2376 - 2377
  • Route2

    References

    • Smith, Keith; Musson, Adam; DeBoos, Gareth A. Journal of Organic Chemistry, 1998 , vol. 63, # 23 p. 8448 - 8454
  • Route3
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    • In-stock
      5-Methyl-2-nitrofluorobenzene|CS-D1384
      446-34-4

    References

    • Tomcufcik,A.S.; Seeger,D.R. Journal of Organic Chemistry, 1961 , vol. 26, p. 3351 - 3356

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   2.04232
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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