Cas no 229633-56-1 ((3-methyl-4-nitrophenyl)methanamine)

(3-Methyl-4-nitrophenyl)methanamine is a nitro-substituted aromatic amine with a methyl group at the meta position relative to the amine-functionalized benzylic carbon. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and dyes. Its structural features, including the electron-withdrawing nitro group and the reactive primary amine, facilitate further functionalization through reduction, acylation, or coupling reactions. The presence of the methyl group enhances steric and electronic modulation, influencing reactivity and selectivity in downstream applications. High-purity grades are available for research and industrial use, ensuring consistent performance in synthetic workflows. Proper handling is advised due to potential sensitivity to light and moisture.
(3-methyl-4-nitrophenyl)methanamine structure
229633-56-1 structure
Product Name:(3-methyl-4-nitrophenyl)methanamine
CAS No:229633-56-1
MF:C8H10N2O2
MW:166.177201747894
CID:245232
PubChem ID:21704119
Update Time:2025-06-25

(3-methyl-4-nitrophenyl)methanamine Chemical and Physical Properties

Names and Identifiers

    • Benzenemethanamine,3-methyl-4-nitro-
    • 1-(3-methyl-4-nitrobenzyl)methanamine
    • 3-Methyl-4-nitro-benzylamin
    • 3-methyl-4-nitro-benzylamine
    • 3-METHYL-4-NITROBENZYLAMINE
    • 4-Nitro-11-amino-m-xylol
    • AG-E-66445
    • CTK4F0575
    • SureCN7988274
    • DTXSID20617154
    • (3-methyl-4-nitrophenyl)methanamine
    • EN300-1843543
    • 1-(3-Methyl-4-nitrophenyl)methanamine
    • 3-Methyl-4-nitrobenzenemethanamine
    • CS-0098169
    • SCHEMBL7988274
    • GWCJEHOVOSYKBV-UHFFFAOYSA-N
    • 229633-56-1
    • Benzenemethanamine, 3-methyl-4-nitro-
    • AKOS006280019
    • Inchi: 1S/C8H10N2O2/c1-6-4-7(5-9)2-3-8(6)10(11)12/h2-4H,5,9H2,1H3
    • InChI Key: GWCJEHOVOSYKBV-UHFFFAOYSA-N
    • SMILES: [O-][N+](C1C=CC(CN)=CC=1C)=O

Computed Properties

  • Exact Mass: 166.0743
  • Monoisotopic Mass: 166.074227566g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 167
  • 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
  • Topological Polar Surface Area: 71.8?2

Experimental Properties

  • PSA: 71.84

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Additional information on (3-methyl-4-nitrophenyl)methanamine

Comprehensive Overview of (3-methyl-4-nitrophenyl)methanamine (CAS No. 229633-56-1): Properties, Applications, and Industry Insights

The chemical compound (3-methyl-4-nitrophenyl)methanamine (CAS No. 229633-56-1) is a specialized aromatic amine derivative with a nitro functional group. Its molecular structure, featuring a methyl substituent at the 3-position and a nitro group at the 4-position of the phenyl ring, makes it a valuable intermediate in organic synthesis. Researchers and industries are increasingly interested in this compound due to its potential applications in pharmaceuticals, agrochemicals, and advanced material science. The growing demand for nitrophenyl derivatives in drug discovery and fine chemical production has placed 229633-56-1 under the spotlight.

From a structural perspective, (3-methyl-4-nitrophenyl)methanamine exhibits unique electronic properties owing to the electron-withdrawing nature of the nitro group and the steric influence of the methyl group. These characteristics make it a versatile building block for synthesizing complex molecules. Recent studies highlight its role in developing photoactive materials and biologically active compounds, aligning with the current trend of sustainable chemistry and green synthesis. The compound's compatibility with cross-coupling reactions and reductive amination processes further enhances its utility.

In the pharmaceutical sector, 229633-56-1 has garnered attention as a precursor for small-molecule inhibitors and targeted therapies. Its structural motifs are frequently explored in kinase inhibitor design, addressing unmet medical needs in oncology and inflammatory diseases. The rise of AI-driven drug discovery platforms has accelerated the identification of novel applications for such intermediates, with computational models predicting improved binding affinities when nitrophenyl scaffolds are incorporated.

The agrochemical industry also benefits from derivatives of (3-methyl-4-nitrophenyl)methanamine, particularly in developing crop protection agents with enhanced environmental profiles. As regulatory pressures push for safer pesticides, this compound's derivatization potential allows for the creation of low-toxicity formulations. Recent patents demonstrate its use in herbicide synergists, reflecting the agricultural sector's focus on precision farming and resistance management.

From a synthetic chemistry standpoint, the compound's amine functionality enables diverse transformations, including acylations, sulfonylations, and Schiff base formations. These reactions are critical for producing high-value specialty chemicals used in dyes, coatings, and electronic materials. The nitro group's reducibility further permits access to diamino derivatives, expanding the molecular toolbox for researchers working on conductive polymers or molecular sensors.

Quality control and analytical characterization of 229633-56-1 involve advanced techniques such as HPLC-MS and NMR spectroscopy, ensuring batch-to-batch consistency for industrial applications. The compound's stability under various storage conditions makes it preferable for global supply chains, though proper handling protocols must be followed to maintain its integrity. Recent advancements in continuous flow chemistry have improved the scalability of its production, addressing the pharmaceutical industry's need for cost-effective intermediates.

Environmental considerations surrounding nitroaromatic compounds have led to innovations in biodegradation pathways and waste treatment methods. While (3-methyl-4-nitrophenyl)methanamine itself isn't classified as hazardous, responsible disposal practices align with the green chemistry principles increasingly demanded by regulatory bodies worldwide. Lifecycle assessments of derivatives are becoming standard practice, reflecting the chemical industry's commitment to sustainability metrics.

Market analyses project steady growth for nitrophenyl-based intermediates, driven by expanding applications in electronic materials and catalysis. The compound's role in developing OLED materials and organic semiconductors positions it strategically within the renewable energy sector. As research institutions and corporations invest in materials informatics, data-driven approaches are identifying novel property combinations achievable through structural modifications of this chemical scaffold.

In conclusion, (3-methyl-4-nitrophenyl)methanamine (CAS No. 229633-56-1) represents a multifaceted chemical entity with cross-industry relevance. Its evolving applications in precision medicine, smart agriculture, and advanced materials underscore the importance of continued research into its derivatives. As synthetic methodologies advance and computational tools mature, this compound will likely play an increasingly prominent role in addressing global technological and healthcare challenges.

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