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CS-W001157 4
Total: USD 88.00

4-Methoxy-2-methylbenzonitrile

  • CAS No. 21883-13-6

  • Cat. No. CS-0096819
  • Purity≥98%
  • MDL No.MFCD03425692

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

4-Methoxy-2-methylbenzonitrile|CS-0096819

Structure of 21883-13-6

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General Information

  • CAS No. 21883-13-6
  • Cat. No. CS-0096819
  • Purity ≥98%
  • MDL No. MFCD03425692
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉NO
  • Molecular Weight 147.17
  • Synonym(s) 2-methyl-4-methoxybenzonitrile
  • SMILES N#CC1=CC=C(OC)C=C1C

Description

4-Methoxy-2-methylbenzonitrile features a strategically positioned nitrile group flanked by electron-donating methoxy and methyl substituents, enhancing its utility in constructing functionalized aromatic scaffolds. This bench-stable compound integrates readily into synthetic sequences requiring polar yet hydrophobic motifs.

Application

4-Methoxy-2-methylbenzonitrile serves as a versatile building block in medicinal and process chemistry, enabling efficient access to substituted benzimidazoles and other heterocyclic scaffolds. Its ortho-methyl and para-methoxy substituents provide enhanced stability and favorable electronic modulation for electrophilic substitution and transition-metal-catalyzed coupling reactions. The nitrile group facilitates downstream transformations including hydrolysis to carboxylic acids or reductive amination, while the compound exhibits excellent bench stability and ease of purification.

Synthesis

  • Route1

    References

    • Shu, Zhibin; Ye, Yuxuan; Deng, Yifan; Zhang, Yan; Wang, Jianbo Angewandte Chemie - International Edition, 2013 , vol. 52, # 40 p. 10573 - 10576 Angew. Chem., 2013 , vol. 125, # 40 p. 10767 - 10770,4
  • Route2
    • In-stock
      2-Bromo-5-methoxytoluene|CS-W001186
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    • ~56%
    • In-stock
      4-Methoxy-2-methylbenzonitrile|CS-0096819
      21883-13-6

    References

    • Ramnauth, Jailall; Bhardwaj, Namrta; Renton, Paul; Rakhit, Suman; Maddaford, Shawn P. Synlett, 2003 , # 14 p. 2237 - 2239

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   33.02
  • LogP   1.8753
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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