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CS-W001157 4
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4-Acetyl-2-fluorobenzonitrile

  • CAS No. 214760-18-6

  • Cat. No. CS-0030459
  • Purity≥97%
  • MDL No.MFCD10575008

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

4-Acetyl-2-fluorobenzonitrile|CS-0030459

Structure of 214760-18-6

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General Information

  • CAS No. 214760-18-6
  • Cat. No. CS-0030459
  • Purity ≥97%
  • MDL No. MFCD10575008
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆FNO
  • Molecular Weight None
  • Synonym(s) Benzonitrile, 4-acetyl-2-fluoro- (9CI)
  • SMILES N#CC1=CC=C(C(C)=O)C=C1F

Description

4-Acetyl-2-fluorobenzonitrile features a fluorinated aromatic ring bearing both acetyl and nitrile functionalities, enabling strategic integration into pharmaceutical intermediates. The electron-withdrawing nitrile group enhances reactivity at the adjacent carbonyl site, while the ortho-fluoro substituent imparts metabolic stability and modulates electronic properties. This combination facilitates efficient coupling reactions under mild conditions.

Application

4-Acetyl-2-fluorobenzonitrile serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted heterocycles via cyclization reactions. Its ortho-fluoro and nitrile groups facilitate directed metallation and subsequent functionalization, while the acetyl group offers a handle for aldol-type condensations or reductive transformations. Bench-stable and compatible with standard reaction conditions, it supports scalable synthesis of complex scaffolds.

Synthesis

  • Route1
    • In-stock
      4'-Bromo-3'-fluoroacetophenone|CS-W005607
      304445-49-6
    • null|null
      557-21-1
    • ~97%
    • In-stock
      4-Acetyl-2-fluorobenzonitrile|CS-0030459
      214760-18-6

    References

    • INCYTE CORPORATION; ZHUO, Jincong; METCALF, Brian Patent: WO2008/64157 A1, 2008 ; Location in patent: Page/Page column 49 ;
  • Route2
    • null|null
      97674-02-7
    • In-stock
      4-Bromo-2-fluorobenzonitrile|CS-W007363
      105942-08-3
    • ~11%
    • In-stock
      4-Acetyl-2-fluorobenzonitrile|CS-0030459
      214760-18-6

    References

    • Wyeth Patent: US2008/45577 A1, 2008 ; Location in patent: Page/Page column 17 ;
  • Route3
    • null|null
      1201803-19-1
    • ~%
    • In-stock
      4-Acetyl-2-fluorobenzonitrile|CS-0030459
      214760-18-6

    References

    • WO2009/152025 A1, ; Page/Page column 29 ; WO 2009/152025 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-H312-H315-H319-H332-H335
Precautionary Statements : P260-P261-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P304+P341-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P363-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   40.86
  • LogP   1.89998
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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