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CS-W001157 4
Total: USD 88.00

2,4,6-Trimethylbenzonitrile

  • CAS No. 2571-52-0

  • Cat. No. CS-W016362
  • Purity≥96%
  • MDL No.MFCD00016378

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

2,4,6-Trimethylbenzonitrile|CS-W016362

Structure of 2571-52-0

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General Information

  • CAS No. 2571-52-0
  • Cat. No. CS-W016362
  • Purity ≥96%
  • MDL No. MFCD00016378
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₁N
  • Molecular Weight None
  • Synonym(s) β-Isodurylonitrile
  • SMILES N#CC1=C(C)C=C(C)C=C1C

Description

2,4,6-Trimethylbenzonitrile features a sterically hindered aromatic ring bearing three methyl groups flanking a nitrile moiety. This configuration imparts enhanced stability and reduced reactivity toward nucleophiles, enabling its use in selective transformations. The molecule exhibits excellent bench stability and solubility in common organic solvents, facilitating handling in synthetic workflows.

Application

2,4,6-Trimethylbenzonitrile serves as a robust aromatic nitrile building block, enabling efficient access to substituted benzonitriles via transition-metal-catalyzed cross-coupling reactions. Its electron-rich, sterically hindered structure enhances stability and facilitates selective functionalization under mild conditions. The molecule exhibits excellent bench stability, simplifies purification, and functions effectively in the synthesis of pharmaceutical intermediates and advanced heterocyclic scaffolds.

Synthesis

  • Route1

    References

    • Enthaler, Stephan; Weidauer, Maik; Schroeder, Fanny Tetrahedron Letters, 2012 , vol. 53, # 7 p. 882 - 885
  • Route2
    • In-stock
      2,4,6-Trimethylbromobenzene|CS-W007505
      576-83-0
    • null|null
      68-12-2
    • ~97%
    • In-stock
      2,4,6-Trimethylbenzonitrile|CS-W016362
      2571-52-0

    References

    • Ushijima, Sousuke; Moriyama, Katsuhiko; Togo, Hideo Tetrahedron, 2011 , vol. 67, # 5 p. 958 - 964
  • Route3

    References

    • Ishii, Genki; Harigae, Ryo; Moriyama, Katsuhiko; Togo, Hideo Tetrahedron, 2013 , 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-H319
Precautionary Statements : P264-P270-P280-P301+P310-P305+P351+P338-P330-P337+P313-P501

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Computational Chemistry Data

  • TPSA   23.79
  • LogP   2.48354
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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