Cas no 52962-97-7 (2,3-Dimethyl-4-nitro-benzonitrile)

2,3-Dimethyl-4-nitro-benzonitrile is a nitrated aromatic compound featuring a cyano group and nitro substituent on a dimethyl-substituted benzene ring. This structure imparts reactivity useful in organic synthesis, particularly as an intermediate in pharmaceuticals, agrochemicals, and specialty materials. The electron-withdrawing nitro and cyano groups enhance its suitability for nucleophilic substitution or reduction reactions, while the methyl groups influence steric and electronic properties. Its well-defined molecular framework ensures consistent performance in multi-step syntheses. The compound is typically supplied with high purity, ensuring reliable results in research and industrial applications. Proper handling is advised due to potential sensitivity to heat or friction.
2,3-Dimethyl-4-nitro-benzonitrile structure
52962-97-7 structure
Product Name:2,3-Dimethyl-4-nitro-benzonitrile
CAS No:52962-97-7
MF:C9H8N2O2
MW:176.172021865845
CID:1584658
PubChem ID:22933766
Update Time:2025-06-14

2,3-Dimethyl-4-nitro-benzonitrile Chemical and Physical Properties

Names and Identifiers

    • 2,3-dimethyl-4-nitrobenzonitrile
    • 2,3-Dimethyl-4-nitro-benzonitrile
    • 4-Nitro-2,3-dimethyl-benzonitril
    • DB-071616
    • 52962-97-7
    • DTXSID20629070
    • UCGNNMMSNHKPDW-UHFFFAOYSA-N
    • SCHEMBL5418172
    • Inchi: 1S/C9H8N2O2/c1-6-7(2)9(11(12)13)4-3-8(6)5-10/h3-4H,1-2H3
    • InChI Key: UCGNNMMSNHKPDW-UHFFFAOYSA-N
    • SMILES: [O-][N+](C1=CC=C(C#N)C(C)=C1C)=O

Computed Properties

  • Exact Mass: 176.05900
  • Monoisotopic Mass: 176.058577502g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 0
  • Complexity: 250
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.2
  • Topological Polar Surface Area: 69.6?2

Experimental Properties

  • PSA: 69.61000
  • LogP: 2.60648

2,3-Dimethyl-4-nitro-benzonitrile Pricemore >>

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2,3-Dimethyl-4-nitro-benzonitrile Production Method

Additional information on 2,3-Dimethyl-4-nitro-benzonitrile

Recent Advances in the Study of 2,3-Dimethyl-4-nitro-benzonitrile (CAS: 52962-97-7): A Comprehensive Research Brief

2,3-Dimethyl-4-nitro-benzonitrile (CAS: 52962-97-7) is a nitrile-substituted aromatic compound that has garnered significant attention in the field of chemical biology and pharmaceutical research due to its versatile applications in drug discovery and material science. Recent studies have explored its potential as a key intermediate in the synthesis of bioactive molecules, particularly in the development of kinase inhibitors and antimicrobial agents. This research brief provides an in-depth analysis of the latest findings related to this compound, highlighting its chemical properties, synthetic routes, and biological activities.

One of the most notable advancements in the study of 2,3-Dimethyl-4-nitro-benzonitrile is its role in the synthesis of novel kinase inhibitors. A 2023 study published in the Journal of Medicinal Chemistry demonstrated that derivatives of this compound exhibit potent inhibitory activity against cyclin-dependent kinases (CDKs), which are critical targets in cancer therapy. The researchers utilized a structure-activity relationship (SAR) approach to optimize the compound's scaffold, resulting in derivatives with improved selectivity and pharmacokinetic profiles. These findings underscore the potential of 2,3-Dimethyl-4-nitro-benzonitrile as a valuable building block for anticancer drug development.

In addition to its applications in oncology, recent research has also explored the antimicrobial properties of 2,3-Dimethyl-4-nitro-benzonitrile. A study conducted by a team at the University of Cambridge revealed that this compound exhibits broad-spectrum activity against Gram-positive bacteria, including methicillin-resistant Staphylococcus aureus (MRSA). The mechanism of action appears to involve disruption of bacterial cell wall synthesis, as evidenced by electron microscopy and molecular docking studies. These results suggest that 2,3-Dimethyl-4-nitro-benzonitrile could serve as a promising lead compound for the development of new antibiotics to address the growing threat of antimicrobial resistance.

From a synthetic chemistry perspective, recent efforts have focused on developing more efficient and sustainable routes to produce 2,3-Dimethyl-4-nitro-benzonitrile. A 2022 publication in Organic Process Research & Development described a green chemistry approach utilizing catalytic nitration and cyanation reactions, which significantly reduced the environmental impact of the synthesis. This method not only improved the yield and purity of the compound but also minimized the generation of hazardous byproducts, aligning with the principles of green chemistry.

Looking ahead, the potential applications of 2,3-Dimethyl-4-nitro-benzonitrile extend beyond pharmaceuticals. Emerging research in materials science has identified this compound as a precursor for the synthesis of organic semiconductors and liquid crystals. Its unique electronic properties, attributed to the nitro and nitrile functional groups, make it a promising candidate for use in optoelectronic devices. Ongoing studies are investigating its performance in organic light-emitting diodes (OLEDs) and photovoltaic cells, with preliminary results indicating high charge carrier mobility and thermal stability.

In conclusion, 2,3-Dimethyl-4-nitro-benzonitrile (CAS: 52962-97-7) represents a multifaceted compound with significant potential across multiple scientific disciplines. The latest research highlights its utility in drug discovery, antimicrobial development, and advanced materials, while also addressing the need for sustainable synthesis methods. As investigations into its properties and applications continue, this compound is poised to play an increasingly important role in addressing some of the most pressing challenges in chemical biology and pharmaceutical sciences.

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