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CS-W001157 4
Total: USD 88.00

2-Fluoro-5-(hydroxymethyl)benzonitrile

  • CAS No. 227609-85-0

  • Cat. No. CS-0060348
  • Purity≥96%
  • MDL No.None

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

2-Fluoro-5-(hydroxymethyl)benzonitrile|CS-0060348

Structure of 227609-85-0

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General Information

  • CAS No. 227609-85-0
  • Cat. No. CS-0060348
  • Purity ≥96%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆FNO
  • Molecular Weight 151.14
  • Synonym(s) Trelagliptin Impurity 88
  • SMILES C1=CC(=C(C=C1CO)C#N)F

Description

2-Fluoro-5-(hydroxymethyl)benzonitrile features a fluorinated aromatic ring paired with a strategically positioned hydroxymethyl group and nitrile functionality. This combination enables direct incorporation into synthetic sequences requiring electron-deficient arenes, stable linkages, and polar handles for further derivatization under standard conditions.

Application

2-Fluoro-5-(hydroxymethyl)benzonitrile serves as a versatile building block in medicinal chemistry, enabling the synthesis of bioactive heterocycles and pharmaceutical intermediates. The nitrile group facilitates nucleophilic addition and cyclization reactions, while the hydroxymethyl moiety offers a handle for oxidation, protection, or derivatization. Its fluorinated aromatic core enhances metabolic stability and modulates electronic properties, making it suitable for target-directed synthesis. Bench-stable and compatible with standard purification techniques, it functions effectively in multi-step synthetic sequences.

Synthesis

  • Route1

    References

    • TAKEDA PHARMACEUTICAL COMPANY LIMITED; TAKEDA SAN DIEGO, INC. Patent: WO2007/75847 A2, 2007 ; Location in patent: Page/Page column 99-101 ; WO 2007/075847 A2
  • Route2

    References

    • Organic Preparations and Procedures International, , vol. 32, # 1 p. 88 - 91

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 : P261-P264-P270-P271-P280-P302+P352-P304+P340-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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