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CS-W001157 4
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4-Fluoro-2-methoxybenzonitrile

  • CAS No. 191014-55-8

  • Cat. No. CS-W014294
  • Purity≥96%
  • MDL No.MFCD04116335

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

4-Fluoro-2-methoxybenzonitrile|CS-W014294

Structure of 191014-55-8

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General Information

  • CAS No. 191014-55-8
  • Cat. No. CS-W014294
  • Purity ≥96%
  • MDL No. MFCD04116335
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆FNO
  • Molecular Weight 151.14
  • Synonym(s) BUTTPARK 80\07-22
  • SMILES N#CC1=CC=C(F)C=C1OC

Description

4-Fluoro-2-methoxybenzonitrile features a strategically positioned nitrile group flanked by fluorine and methoxy substituents, enabling selective coupling reactions in medicinal chemistry. This electron-deficient aromatic core integrates readily into bioactive scaffolds under standard conditions, offering enhanced metabolic stability and tunable solubility for drug discovery applications.

Application

4-Fluoro-2-methoxybenzonitrile serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted benzimidazoles and other heterocyclic scaffolds via nucleophilic aromatic substitution. The ortho-methoxy group enhances reactivity toward amines and thiols, while the fluorine acts as a reliable leaving group under mild conditions. Bench-stable and compatible with common purification methods, it facilitates streamlined synthesis of bioactive intermediates.

Synthesis

  • Route1
    • In-stock
      1-Bromo-4-fluoro-2-methoxybenzene|CS-W007814
      450-88-4
    • null|null
      544-92-3
    • ~85%
    • In-stock
      4-Fluoro-2-methoxybenzonitrile|CS-W014294
      191014-55-8

    References

    • Naidu, B. Narasimhulu; Banville, Jacques; Beaulieu, Francis; Connolly, Timothy P.; Krystal, Mark R.; Matiskella, John D.; Ouellet, Carl; Plamondon, Serge; Remillard, Roger; Sorenson, Margaret E.; Ueda, Yasutsugu; Walker, Michael A. Patent: US2005/267105 A1, 2005 ; Location in patent: Page/Page column 67 ;
  • Route2

    References

    • US2005/20611 A1, ; Page/Page column 39 ;
  • Route3
    • null|null
      557-21-1
    • In-stock
      1-Bromo-4-fluoro-2-methoxybenzene|CS-W007814
      450-88-4
    • ~%
    • In-stock
      4-Fluoro-2-methoxybenzonitrile|CS-W014294
      191014-55-8

    References

    • WO2013/28474 A1, ; Page/Page column 69 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 3439
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H302+H312-H315-H319-H331-H335
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   33.02
  • LogP   1.70598
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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