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CS-W001157 4
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4-Fluoro-3,5-dimethylbenzonitrile

  • CAS No. 867367-02-0

  • Cat. No. CS-0153723
  • Purity≥98%
  • MDL No.MFCD09832248

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

4-Fluoro-3,5-dimethylbenzonitrile|CS-0153723

Structure of 867367-02-0

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General Information

  • CAS No. 867367-02-0
  • Cat. No. CS-0153723
  • Purity ≥98%
  • MDL No. MFCD09832248
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈FN
  • Molecular Weight 149.16
  • Synonym(s) 3,5-diMethyl-4-fluorobenzonitrile
  • SMILES CC1=C(C(=CC(=C1)C#N)C)F

Description

4-Fluoro-3,5-dimethylbenzonitrile features a trifluoromethyl-like electronic profile with enhanced steric shielding from ortho-methyl groups. This bench-stable aryl nitrile integrates readily into Suzuki-Miyaura couplings and serves as a key intermediate in bioactive molecule synthesis.

Application

4-Fluoro-3,5-dimethylbenzonitrile serves as a versatile building block in medicinal chemistry and agrochemical synthesis, offering a trifunctional aromatic core with orthogonal reactivity. The nitrile group enables nucleophilic addition or conversion to amides and carboxylic acids, while the fluorine substituent enhances metabolic stability and modulates electronic properties. The 3,5-dimethyl groups provide steric shielding and improve solubility, facilitating downstream functionalization. Its bench-stable nature and compatibility with standard coupling reactions make it a practical choice for constructing complex heterocyclic scaffolds and API intermediates.

Synthesis

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    • In-stock
      4-Fluoro-3,5-dimethylbenzonitrile|CS-0153723
      867367-02-0

    References

    • Noel, Timothy; Maimone, Thomas J.; Buchwald, Stephen L. Angewandte Chemie - International Edition, 2011 , vol. 50, # 38 p. 8900 - 8903
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    • In-stock
      2-(4-Fluoro-3,5-dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0101244
      1147894-98-1
    • ~%
    • In-stock
      4-Fluoro-3,5-dimethylbenzonitrile|CS-0153723
      867367-02-0

    References

    • Liskey, Carl W.; Liao, Xuebin; Hartwig, John F. Journal of the American Chemical Society, 2010 , vol. 132, # 33 p. 11389 - 11391
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    References

    • Wannberg, Johan; Wallinder, Charlotta; Uenluesoy, Meltem; Skoeld, Christian; Larhed, Mats Journal of Organic Chemistry, 2013 , vol. 78, # 8 p. 4184 - 4189

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   23.79
  • LogP   2.31422
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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