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CS-W001157 4
Total: USD 88.00

2-Hydroxy-6-methylbenzonitrile

  • CAS No. 73289-66-4

  • Cat. No. CS-W023067
  • Molecule weight133.15
  • Purity≥97%
  • MDL No.MFCD02261940

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


2-Hydroxy-6-methylbenzonitrile
|CS-W023067

Structure of 73289-66-4

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General Information

  • CAS No. 73289-66-4
  • Cat. No. CS-W023067
  • Purity ≥97%
  • MDL No. MFCD02261940
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇NO
  • Molecular Weight 133.15
  • Synonym(s) Benzonitrile, 2-hydroxy-6-Me
  • SMILES N#CC1=C(C)C=CC=C1O

Description

2-Hydroxy-6-methylbenzonitrile features a strategically positioned hydroxyl group and methyl substituent flanking a nitrile moiety, enabling selective functionalization in aromatic synthesis. This electron-deficient scaffold facilitates coupling reactions under mild conditions, offering enhanced stability and solubility in polar aprotic media.

Application

2-Hydroxy-6-methylbenzonitrile serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted phenolic scaffolds and heterocyclic systems. Its ortho-hydroxynitrile motif facilitates regioselective functionalization, while the methyl group provides steric and electronic modulation. The compound exhibits good bench stability and compatibility with standard coupling and cyclization protocols, supporting its use in medicinal chemistry and materials synthesis workflows.

Synthesis

  • Route1

    References

    • Jones, Tappey H.; Blum, Murray S.; Fales, Henry M. Synthetic Communications, 1981 , vol. 11, # 11 p. 889 - 894
  • Route2

    References

    • Journal of the Chemical Society, , p. 885,889
  • Route3
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      556-64-9
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      108-39-4
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    • 
2-Hydroxy-6-methylbenzonitrile
|CS-W023067
      73289-66-4

    References

    • Synthetic Communications, , vol. 20, # 1 p. 71 - 84

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-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   1.5723
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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