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CS-W001157 4
Total: USD 88.00

2-Methyl-4-nitrobenzonitrile

  • CAS No. 89001-53-6

  • Cat. No. CS-W016119
  • Purity≥96%
  • MDL No.MFCD03095378

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

2-Methyl-4-nitrobenzonitrile|CS-W016119

Structure of 89001-53-6

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General Information

  • CAS No. 89001-53-6
  • Cat. No. CS-W016119
  • Purity ≥96%
  • MDL No. MFCD03095378
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆N₂O₂
  • Molecular Weight None
  • Synonym(s) p-Nitro-alpha-tolunitrile
  • SMILES N#CC1=CC=C([N+]([O-])=O)C=C1C

Description

2-Methyl-4-nitrobenzonitrile features a nitro group at the para position relative to the cyano moiety, enhancing electron deficiency for nucleophilic aromatic substitution. The methyl substituent provides steric and electronic modulation, improving solubility and stability under standard conditions. This compound serves as a key building block in pharmaceutical intermediates and specialty materials synthesis.

Application

2-Methyl-4-nitrobenzonitrile serves as a versatile building block in synthetic organic chemistry, enabling the construction of substituted heterocycles and pharmaceutical intermediates. Its complementary nitro and nitrile groups offer orthogonal reactivity for selective transformations, while the methyl substituent enhances regiochemical control. The compound exhibits good bench stability and facilitates efficient purification, making it well-suited for multi-step syntheses and process development.

Synthesis

  • Route1
    • null|null
      151-50-8
    • null|null
      99-52-5
    • ~93%
    • In-stock
      2-Methyl-4-nitrobenzonitrile|CS-W016119
      89001-53-6

    References

    • WARNER-LAMBERT COMPANY LLC Patent: WO2004/69245 A1, 2004 ; Location in patent: Page/Page column 109-110 ;
  • Route2
    • null|null
      557-21-1
    • In-stock
      1-Iodo-2-methyl-4-nitrobenzene|CS-W012470
      5326-38-5
    • ~80%
    • In-stock
      2-Methyl-4-nitrobenzonitrile|CS-W016119
      89001-53-6

    References

    • GRÜNENTHAL GMBH; FRANK, Robert; BAHRENBERG, Gregor; CHRISTOPH, Thomas; LESCH, Bernhard; LEE, Jeewoo Patent: WO2013/45451 A1, 2013 ; Location in patent: Page/Page column 80 ;
  • Route3
    • In-stock
      1-Iodo-2-methyl-4-nitrobenzene|CS-W012470
      5326-38-5
    • null|null
      557-21-1
    • ~80%
    • In-stock
      2-Methyl-4-nitrobenzonitrile|CS-W016119
      89001-53-6

    References

    • GRÜNENTHAL GMBH; FRANK, Robert; BAHRENBERG, Gregor; CHRISTOPH, Thomas; LESCH, Bernhard; LEE, Jeewoo Patent: WO2013/45447 A1, 2013 ; Location in patent: Page/Page column 67 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

Quality Control

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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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