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CS-W001157 4
Total: USD 88.00

3-Methyl-4-nitrobenzonitrile

  • CAS No. 96784-54-2

  • Cat. No. CS-0040051
  • Purity≥97%
  • MDL No.MFCD00017615

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

3-Methyl-4-nitrobenzonitrile|CS-0040051

Structure of 96784-54-2

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General Information

  • CAS No. 96784-54-2
  • Cat. No. CS-0040051
  • Purity ≥97%
  • MDL No. MFCD00017615
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆N₂O₂
  • Molecular Weight 162.15
  • Synonym(s) 5-Cyano-2-nitrotoluene, 4-Nitro-m-tolunitrile
  • SMILES N#CC1=CC=C([N+]([O-])=O)C(C)=C1

Description

3-Methyl-4-nitrobenzonitrile features a nitro group at the para position relative to a nitrile, creating a strongly electron-deficient aromatic system. This configuration enhances reactivity in nucleophilic substitution and transition metal-catalyzed coupling reactions. The methyl substituent provides steric and electronic modulation, improving solubility and stability under standard conditions.

Application

3-Methyl-4-nitrobenzonitrile serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted benzonitriles and heterocyclic scaffolds. Its complementary nitro and nitrile groups exhibit robust functional group tolerance, facilitating sequential transformations via reduction, coupling, or cyclization. The methyl substituent provides steric and electronic modulation, enhancing regioselectivity in downstream reactions. This compound demonstrates excellent bench stability and ease of purification, making it well-suited for scalable synthesis and medicinal chemistry applications.

Synthesis

  • Route1
    • 3-Methyl-4-nitrobenzamide|CS-0316770
      99584-85-7
    • ~%
    • In-stock
      3-Methyl-4-nitrobenzonitrile|CS-0040051
      96784-54-2

    References

    • Justus Liebigs Annalen der Chemie, , vol. 144, p. 182
  • Route2

    References

    • ELI LILLY AND COMPANY Patent: EP655439 A2, 1995 ;
  • Route3

    References

    • Journal of Medicinal Chemistry, , vol. 40, # 18 p. 2843 - 2857

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 3439
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H302+H312-H315-H319-H331-H335
Precautionary Statements : P264-P270-P330-P405-P501

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Computational Chemistry Data

  • TPSA   66.93
  • LogP   1.7749
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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