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CS-W001157 4
Total: USD 88.00

2-Fluoro-4-hydroxybenzonitrile

  • CAS No. 82380-18-5

  • Cat. No. CS-W007999
  • Purity≥97%
  • MDL No.MFCD00192177

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

2-Fluoro-4-hydroxybenzonitrile|CS-W007999

Structure of 82380-18-5

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General Information

  • CAS No. 82380-18-5
  • Cat. No. CS-W007999
  • Purity ≥97%
  • MDL No. MFCD00192177
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄FNO
  • Molecular Weight 137.11
  • Synonym(s) BENZONITRILE, 2-FLUORO-4-HYDROXY-
  • SMILES N#CC1=CC=C(O)C=C1F

Description

2-Fluoro-4-hydroxybenzonitrile features a strategically positioned hydroxyl group and nitrile moiety on a fluorinated aromatic ring, enabling direct functionalization in pharmaceutical intermediates. The electron-withdrawing fluoro and nitrile groups enhance reactivity in nucleophilic substitution cascades, while the phenolic OH supports hydrogen bonding and solubility control. This combination delivers a robust scaffold for bioactive molecule synthesis under standard conditions.

Application

2-Fluoro-4-hydroxybenzonitrile serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the phenolic hydroxyl and nitrile groups. Its ortho-fluorine facilitates nucleophilic aromatic substitution, while the hydroxyl group allows for etherification or esterification under standard conditions. The compound exhibits good bench stability and is amenable to purification by recrystallization or column chromatography, making it well-suited for use in multi-step syntheses of bioactive heterocycles and API intermediates.

Synthesis

  • Route1

    References

    • Helvetica Chimica Acta, , vol. 67, p. 1572 - 1579
  • Route2

    References

    • Helvetica Chimica Acta, , vol. 67, p. 1572 - 1579
  • Route3

    References

    • Helvetica Chimica Acta, , vol. 67, p. 1572 - 1579

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS09
Signal Word : Danger
UN#: 3077
Class : 9
Packing Group : Ⅲ
Hazard Statements : H302-H318-H411
Precautionary Statements : P264-P270-P273-P280-P305+P351+P338-P330-P391-P501

Quality Control

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Computational Chemistry Data

  • TPSA   44.02
  • LogP   1.40298
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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