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3-Chloro-2-hydroxybenzonitrile

  • CAS No. 13073-27-3

  • Cat. No. CS-0103460
  • Purity≥97%
  • MDL No.MFCD09999455

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

3-Chloro-2-hydroxybenzonitrile|CS-0103460

Structure of 13073-27-3

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General Information

  • CAS No. 13073-27-3
  • Cat. No. CS-0103460
  • Purity ≥97%
  • MDL No. MFCD09999455
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄ClNO
  • Molecular Weight 153.57
  • Synonym(s) 2-CHLORO-6-CYANOPHENOL
  • SMILES N#CC1=CC=CC(Cl)=C1O

Description

3-Chloro-2-hydroxybenzonitrile features a hydroxyl group ortho to a nitrile moiety on a chlorinated benzene ring, enabling direct functionalization in heterocyclic synthesis. The electron-withdrawing chlorine and polar nitrile facilitate coupling reactions under mild conditions. This scaffold offers enhanced solubility in organic media and stability during storage.

Application

3-Chloro-2-hydroxybenzonitrile serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the phenolic hydroxyl and ortho-chloro positions. Its reactivity facilitates nucleophilic substitution, Suzuki-Miyaura coupling, and derivatization under mild conditions, with excellent bench stability and straightforward purification via recrystallization. Functions as a key intermediate for heterocyclic scaffolds and API precursors in pharmaceutical development.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-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   1.91728
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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