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CS-W001157 4
Total: USD 88.00

3,4-Dimethylbenzonitrile

  • CAS No. 22884-95-3

  • Cat. No. CS-W019474
  • Purity≥98%
  • MDL No.MFCD00016380

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

3,4-Dimethylbenzonitrile|CS-W019474

Structure of 22884-95-3

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General Information

  • CAS No. 22884-95-3
  • Cat. No. CS-W019474
  • Purity ≥98%
  • MDL No. MFCD00016380
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉N
  • Molecular Weight 131.17
  • Synonym(s) None
  • SMILES N#CC1=CC=C(C)C(C)=C1

Description

3,4-Dimethylbenzonitrile features a nitrile group flanked by two methyl substituents on adjacent ring positions, creating a sterically hindered, electron-rich aromatic system. This configuration enhances stability and facilitates selective functionalization in cross-coupling reactions. The compound serves as a robust building block for pharmaceutical intermediates and advanced materials, offering improved solubility and thermal resilience under standard conditions.

Application

3,4-Dimethylbenzonitrile serves as a versatile building block in medicinal chemistry and materials science, enabling efficient access to substituted aromatic systems via electrophilic substitution or transition-metal-catalyzed coupling. The nitrile group provides a robust handle for functionalization, while the methyl groups enhance metabolic stability and modulate electronic properties. Bench-stable and readily purified by recrystallization, it functions reliably in standard synthetic workflows.

Synthesis

  • Route1
    • null|null
      583-71-1
    • null|null
      68-12-2
    • ~76%
    • In-stock
      2,3-Dimethylbenzonitrile|CS-W011100
      5724-56-1
    • In-stock
      3,4-Dimethylbenzonitrile|CS-W019474
      22884-95-3

    References

    • Synlett, , # 10 p. 1562 - 1566
  • Route2
    • null|null
      583-71-1
    • null|null
      68-12-2
    • ~75%
    • In-stock
      3,4-Dimethylbenzonitrile|CS-W019474
      22884-95-3

    References

    • Tetrahedron Letters, , vol. 52, # 18 p. 2404 - 2406
  • Route3
    • null|null
      583-71-1
    • ~76%
    • In-stock
      3,4-Dimethylbenzonitrile|CS-W019474
      22884-95-3

    References

    • Tetrahedron, , vol. 69, # 5 p. 1462 - 1469

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   23.79
  • LogP   2.17512
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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