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3-Bromo-5-hydroxybenzonitrile

  • CAS No. 770718-92-8

  • Cat. No. CS-0028805
  • Purity≥95%
  • MDL No.None

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

3-Bromo-5-hydroxybenzonitrile|CS-0028805

Structure of 770718-92-8

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General Information

  • CAS No. 770718-92-8
  • Cat. No. CS-0028805
  • Purity ≥95%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄BrNO
  • Molecular Weight 198.02
  • Synonym(s) 3-bromo-5-cyano-phenol
  • SMILES N#CC1=CC(O)=CC(Br)=C1

Description

3-Bromo-5-hydroxybenzonitrile features a strategically positioned bromine atom and hydroxyl group flanking a nitrile moiety on a benzene ring, enabling direct functionalization in cross-coupling and derivatization reactions. This electron-deficient aromatic scaffold offers enhanced reactivity for pharmaceutical and agrochemical intermediates under standard conditions.

Application

3-Bromo-5-hydroxybenzonitrile serves as a versatile building block for the synthesis of bioactive heterocycles and pharmaceutical intermediates. The molecule combines a bromo group for late-stage functionalization via cross-coupling, a hydroxyl group amenable to derivatization or protection, and a nitrile moiety enabling transformation into carboxylic acids, amides, or amidines. Its bench-stable nature and compatibility with standard reaction conditions facilitate efficient multi-step synthesis in medicinal chemistry workflows.

Synthesis

  • Route1

    References

    • Roche Palo Alto LLC Patent: US2008/45511 A1, 2008 ; Location in patent: Page/Page column 21 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS06
Signal Word : Danger
UN#: 3439
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H315-H318-H335-H412
Precautionary Statements : P261-P264-P270-P271-P273-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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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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