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CS-W001157 4
Total: USD 88.00

3-fluoro-4-(hydroxymethyl)benzonitrile

  • CAS No. 219873-06-0

  • Cat. No. CS-W001260
  • Molecule weight151.14
  • Purity≥96%
  • MDL No.MFCD09037779

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

3-fluoro-4-(hydroxymethyl)benzonitrile|CS-W001260

Structure of 219873-06-0

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General Information

  • CAS No. 219873-06-0
  • Cat. No. CS-W001260
  • Purity ≥96%
  • MDL No. MFCD09037779
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆FNO
  • Molecular Weight 151.14
  • Synonym(s) 4-Cyano-2-fluorobenzyl alcohol
  • SMILES OCc1ccc(cc1F)C#N

Description

3-Fluoro-4-(hydroxymethyl)benzonitrile features a strategically positioned nitrile group and hydroxymethyl moiety on a fluorinated aromatic ring, enabling selective functionalization in medicinal chemistry. The electron-withdrawing fluorine enhances reactivity at the para-position, while the hydroxymethyl group offers a handle for derivatization under standard conditions. This scaffold supports rapid access to bioactive compounds in drug discovery workflows.

Application

3-Fluoro-4-(hydroxymethyl)benzonitrile serves as a versatile building block in medicinal chemistry, enabling efficient access to bioactive heterocycles and pharmaceutical intermediates. The nitrile group facilitates transformations such as amidation or reduction, while the hydroxymethyl function supports oxidation to carboxylic acid or derivatization via Mitsunobu reactions. Its fluorinated aromatic core enhances metabolic stability and modulates electronic properties, making it well-suited for drug discovery applications requiring precise functional group placement and synthetic flexibility.

Synthesis

  • Route1
    • 4-Cyano-2-fluorobenzoic acid Olaparib Impurity|CS-0214041
      164149-28-4
    • ~94%
    • In-stock
      3-fluoro-4-(hydroxymethyl)benzonitrile|CS-W001260
      219873-06-0

    References

    • MILLENNIUM PHARMACEUTICALS, INC. Patent: WO2006/2099 A2, 2006 ; Location in patent: Page/Page column 103-104 ; WO 2006/002099 A2
  • Route2

    References

    • WO2005/123748 A1, ; Page/Page column 93 ; WO 2005/123748 A1
  • Route3

    References

    • BRISTOL-MYERS SQUIBB COMPANY; WATTERSON, Scott, Hunter; DYCKMAN, Alaric, J.; PITTS, William, J.; SPERGEL, Steven, H. Patent: WO2010/85581 A1, 2010 ; Location in patent: Page/Page column 119-120 ; WO 2010/085581 A1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅲ
Hazard Statements : H318
Precautionary Statements : P260-P264-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P363-P405-P501

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Computational Chemistry Data

  • TPSA   44.02
  • LogP   1.18968
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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