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CS-W001157 4
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5-Acetyl-2-fluorobenzonitrile

  • CAS No. 288309-07-9

  • Cat. No. CS-0043851
  • Molecule weightNone
  • Purity≥97%
  • MDL No.MFCD09831931

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

5-Acetyl-2-fluorobenzonitrile|CS-0043851

Structure of 288309-07-9

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General Information

  • CAS No. 288309-07-9
  • Cat. No. CS-0043851
  • Purity ≥97%
  • MDL No. MFCD09831931
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆FNO
  • Molecular Weight None
  • Synonym(s) None
  • SMILES N#CC1=CC(C(C)=O)=CC=C1F

Description

5-Acetyl-2-fluorobenzonitrile features a fluorinated aromatic ring bearing both acetyl and nitrile functionalities, enabling direct integration into pharmaceutical intermediates. The electron-deficient benzene core facilitates electrophilic substitution, while the acetyl group offers a handle for derivatization under mild conditions.

Application

5-Acetyl-2-fluorobenzonitrile serves as a versatile building block in medicinal and process chemistry, enabling efficient access to fluorinated heterocycles and functionalized aromatic scaffolds. Its orthogonal reactivity—combining an acetyl group for nucleophilic addition or enolization and a nitrile for hydrolysis or cyclization—facilitates diverse downstream transformations. The molecule exhibits excellent bench stability and compatibility with standard synthetic protocols, supporting scalable synthesis of API intermediates and advanced pharmaceutical candidates.

Synthesis

  • Route1
    • null|null
      97674-02-7
    • 5-Bromo-2-fluorobenzonitrile Olaparib Impurity|CS-0214082
      179897-89-3
    • ~90%
    • In-stock
      5-Acetyl-2-fluorobenzonitrile|CS-0043851
      288309-07-9

    References

    • AiCuris GmbH and Co. KG; Thede, Kai; Greschat, Susanne; Gericke, Kersten Matthias; Wildum, Steffen; Paulsen, Daniela Patent: US2013/45999 A1, 2013 ; Location in patent: Paragraph 0247; 0248; 0249; 0250 ;
  • Route2
    • null|null
      960244-29-5
    • ~%
    • In-stock
      5-Acetyl-2-fluorobenzonitrile|CS-0043851
      288309-07-9

    References

    • MERCK SHARP and DOHME CORP.; PASTERNAK, Alexander; BLIZZARD, Timothy; CHOBANIAN, Harry; DE JESUS, Reynalda; DING, Fa-Xiang; DONG, Shuzhi; GUDE, Candido; KIM, Dooseop; TANG, Haifeng; WALSH, Shawn; PIO, Barbara; JIANG, Jinlong Patent: WO2013/28474 A1, 2013 ; Location in patent: Page/Page column 51 ;
  • Route3

    References

    • MERCK SHARP and DOHME CORP.; PASTERNAK, Alexander; BLIZZARD, Timothy; CHOBANIAN, Harry; DE JESUS, Reynalda; DING, Fa-Xiang; DONG, Shuzhi; GUDE, Candido; KIM, Dooseop; TANG, Haifeng; WALSH, Shawn; PIO, Barbara; JIANG, Jinlong Patent: WO2013/28474 A1, 2013 ; Location in patent: Page/Page column 53 ;

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
Precautionary Statements : P264-P270-P301+P310-P330-P501

Quality Control

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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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