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CS-W001157 4
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2-Hydroxy-4-methyk-benzonitrile

  • CAS No. 18495-14-2

  • Cat. No. CS-W023066
  • Purity≥97%
  • MDL No.MFCD02261941

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

2-Hydroxy-4-methyk-benzonitrile|CS-W023066

Structure of 18495-14-2

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General Information

  • CAS No. 18495-14-2
  • Cat. No. CS-W023066
  • Purity ≥97%
  • MDL No. MFCD02261941
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇NO
  • Molecular Weight 133.15
  • Synonym(s) 2-Hydroxy-4-methylbenzonitrile
  • SMILES N#CC1=CC=C(C)C=C1O

Description

2-Hydroxy-4-methoxybenzonitrile features a phenolic hydroxyl group flanked by a methoxy substituent and a nitrile function, enabling its use in synthesizing bioactive heterocycles. The ortho-hydroxy motif facilitates chelation or intramolecular hydrogen bonding, enhancing reactivity in transition metal-catalyzed couplings. This bench-stable compound integrates readily into pharmaceutical intermediates requiring polar, electron-rich aromatic scaffolds.

Application

2-Hydroxy-4-methylbenzonitrile serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted benzimidazoles and other heterocyclic scaffolds. Its ortho-hydroxyl and para-methyl groups provide favorable regioselectivity in electrophilic substitution and coupling reactions, while the nitrile functionality offers reliable transformation into carboxylic acids or amidines. Bench-stable and readily purified by recrystallization, it functions effectively in multi-step syntheses requiring functional group tolerance and predictable reactivity.

Synthesis

  • Route1

    References

    • Organic Letters, , vol. 13, # 6 p. 1426 - 1428
  • Route2
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      84159-60-4
    • ~%
    • In-stock
      2-Hydroxy-4-methyk-benzonitrile|CS-W023066
      18495-14-2

    References

    • Journal of the Chemical Society, , p. 885,889

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

Quality Control

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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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