Cas no 89210-28-6 (Benzenemethanol, 2,6-dimethyl-4-nitro-)

Benzenemethanol, 2,6-dimethyl-4-nitro-, is a nitro-substituted aromatic alcohol with a molecular structure featuring a benzene ring core functionalized with hydroxyl, nitro, and two methyl groups at the 2, 6, and 4 positions, respectively. This compound exhibits notable stability due to steric hindrance from the dimethyl groups, which can influence reactivity and selectivity in synthetic applications. Its nitro group enhances electrophilic properties, making it a potential intermediate in pharmaceuticals, agrochemicals, or fine chemical synthesis. The compound’s defined structure allows for precise modifications in multi-step organic reactions, while its crystalline form may facilitate purification and handling in laboratory or industrial settings.
Benzenemethanol, 2,6-dimethyl-4-nitro- structure
89210-28-6 structure
Product Name:Benzenemethanol, 2,6-dimethyl-4-nitro-
CAS No:89210-28-6
MF:C9H11NO3
MW:181.188542604446
CID:608689
PubChem ID:71322730
Update Time:2025-06-07

Benzenemethanol, 2,6-dimethyl-4-nitro- Chemical and Physical Properties

Names and Identifiers

    • Benzenemethanol, 2,6-dimethyl-4-nitro-
    • (2,6-dimethyl-4-nitrophenyl)methanol
    • 89210-28-6
    • DTXSID10752381
    • Inchi: 1S/C9H11NO3/c1-6-3-8(10(12)13)4-7(2)9(6)5-11/h3-4,11H,5H2,1-2H3
    • InChI Key: JSJPDTNBJIBDGC-UHFFFAOYSA-N
    • SMILES: OCC1C(C)=CC(=CC=1C)[N+](=O)[O-]

Computed Properties

  • Exact Mass: 181.07389321g/mol
  • Monoisotopic Mass: 181.07389321g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 178
  • 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: 1.6
  • Topological Polar Surface Area: 66?2

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Additional information on Benzenemethanol, 2,6-dimethyl-4-nitro-

Benzenemethanol, 2,6-Dimethyl-4-Nitro-

Benzenemethanol, also known as benzyl alcohol, is a derivative of benzene with a hydroxymethyl group (-CH2OH) attached to the ring. The compound 2,6-dimethyl-4-nitro-benzenemethanol, identified by its CAS number 89210-28-6, is a substituted variant of this structure with specific functional groups at defined positions on the benzene ring. This compound features methyl groups at the 2 and 6 positions and a nitro group at the 4 position.

The presence of these substituents significantly influences the chemical properties, reactivity, and potential applications of this compound. The nitro group is an electron-withdrawing group that can modulate the electronic environment of the benzene ring, while the methyl groups add steric bulk and influence the molecule's overall geometry. These characteristics make 2,6-dimethyl-4-nitro-benzenemethanol a versatile compound with potential uses in various fields, including pharmaceuticals, agriculture, and materials science.

In recent years, there has been growing interest in aromatic compounds with multiple substituents due to their unique electronic and steric properties. Research has shown that such compounds can serve as valuable building blocks for the synthesis of more complex molecules, including those with potential pharmacological activity. The combination of a hydroxymethyl group, methyl groups, and a nitro group in 2,6-dimethyl-4-nitro-benzenemethanol creates a molecule that is both reactive and versatile, making it an attractive candidate for various chemical transformations.

A key area of research involving this compound is its potential as an intermediate in the synthesis of bioactive molecules. The hydroxymethyl group can undergo various reactions, such as oxidation, reduction, or substitution, to form diverse functional groups. For example, oxidation of the hydroxymethyl group can yield a ketone, while reduction can lead to the formation of primary alcohols or other derivatives. These transformations can be tailored to create molecules with specific biological activities, making 2,6-dimethyl-4-nitro-benzenemethanol a valuable precursor in drug discovery.

Another promising application of this compound lies in its potential use as an agrochemical. The nitro group can enhance the molecule's ability to interact with biological systems, while the methyl groups can influence its uptake and distribution in plants or other organisms. Recent studies have explored the use of substituted benzyl alcohols in the development of herbicides, fungicides, and insecticides, highlighting the potential of compounds like 2,6-dimethyl-4-nitro-benzenemethanol in this field.

Beyond its role as a precursor or intermediate, 2,6-dimethyl-4-nitro-benzenemethanol itself has been studied for its biological properties. Research has shown that aromatic compounds with nitro and hydroxymethyl groups can exhibit antioxidant, anti-inflammatory, and antimicrobial activities. These properties make the compound a potential candidate for pharmaceutical applications, particularly in the development of drugs targeting oxidative stress-related diseases or infections.

Recent advancements in synthetic chemistry have also enabled the efficient synthesis of substituted benzyl alcohols like 2,6-dimethyl-4-nitro-benzenemethanol. Modern methods, such as palladium-catalyzed cross-coupling reactions or nitration techniques, allow for precise control over the substitution pattern and regioselectivity of these compounds. This has facilitated the large-scale production of high-purity 2,6-dimethyl-4-nitro-benzenemethanol, making it more accessible for research and industrial applications.

In conclusion, 2,6-dimethyl-4-nitro-benzenemethanol is a multifaceted compound with significant potential in the fields of pharmaceuticals, agriculture, and materials science. Its unique combination of functional groups enables a wide range of chemical transformations and biological activities, positioning it as a valuable tool for researchers and industries alike. As our understanding of its properties continues to grow, so too will its applications in addressing pressing challenges in healthcare and agriculture.

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