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CS-W001157 4
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5-Bromo-2-hydroxybenzonitrile

  • CAS No. 40530-18-5

  • Cat. No. CS-W007609
  • Molecule weight198.02
  • Purity≥98%
  • MDL No.MFCD00143428

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

5-Bromo-2-hydroxybenzonitrile|CS-W007609

Structure of 40530-18-5

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General Information

  • CAS No. 40530-18-5
  • Cat. No. CS-W007609
  • Purity ≥98%
  • MDL No. MFCD00143428
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄BrNO
  • Molecular Weight 198.02
  • Synonym(s) 4-Bromo-2-cyanophenol
  • SMILES N#CC1=CC(Br)=CC=C1O

Description

5-Bromo-2-hydroxybenzonitrile features a bromine atom at the 5-position and a hydroxyl group at the 2-position, flanking a nitrile functionality on the aromatic ring. This arrangement imparts enhanced reactivity for transition-metal-catalyzed coupling processes. The compound exhibits bench-stable handling characteristics and serves as a key intermediate in the synthesis of bioactive heterocycles and functionalized dyes.

Application

5-Bromo-2-hydroxybenzonitrile serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the phenolic hydroxyl and nitrile groups. Its bromine substituent facilitates palladium-catalyzed cross-coupling reactions, while the hydroxyl group allows for derivatization via etherification or esterification. The molecule exhibits good bench stability and is compatible with standard purification techniques, making it well-suited for use in the synthesis of heterocyclic scaffolds and API intermediates.

Synthesis

  • Route1

    References

    • EP2128136 A1, ; Page/Page column 7 ; EP 2128136 A1
  • Route2

    References

    • Organic Letters, , vol. 15, # 16 p. 4194 - 4197
  • Route3
    • 5-Bromo-2-hydroxybenzaldehyde Oxime|CS-0207647
      82486-43-9
    • ~91%
    • In-stock
      5-Bromo-2-hydroxybenzonitrile|CS-W007609
      40530-18-5

    References

    • Synthetic Communications, , vol. 43, # 13 p. 1778 - 1786

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-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   44.02
  • LogP   2.02638
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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