Cas no 88229-20-3 (N-Cyclopropyl-2-nitrobenzamide)

N-Cyclopropyl-2-nitrobenzamide is a nitro-substituted benzamide derivative featuring a cyclopropyl functional group. This compound is of interest in synthetic organic chemistry and pharmaceutical research due to its structural versatility as a building block for heterocyclic synthesis. The nitro group enhances reactivity in reduction and substitution reactions, while the cyclopropyl moiety contributes to steric and electronic effects, influencing molecular interactions. Its well-defined chemical properties make it suitable for applications in medicinal chemistry, particularly in the development of bioactive molecules. The compound is typically characterized by high purity and stability, ensuring consistent performance in research and industrial processes.
N-Cyclopropyl-2-nitrobenzamide structure
88229-20-3 structure
Product Name:N-Cyclopropyl-2-nitrobenzamide
CAS No:88229-20-3
MF:C10H10N2O3
MW:206.198002338409
MDL:MFCD01353648
CID:640504
PubChem ID:896481
Update Time:2025-06-14

N-Cyclopropyl-2-nitrobenzamide Chemical and Physical Properties

Names and Identifiers

    • Benzamide, N-cyclopropyl-2-nitro-
    • N-cyclopropyl-2-nitrobenzamide
    • SR-01000255258
    • DTXSID40358456
    • MFCD01353648
    • LS-07808
    • AKOS003269101
    • SDCCGMLS-0065009.P001
    • SCHEMBL1670667
    • SR-01000255258-1
    • Cambridge id 7231181
    • 88229-20-3
    • N-Cyclopropyl-2-nitrobenzamide
    • MDL: MFCD01353648
    • Inchi: 1S/C10H10N2O3/c13-10(11-7-5-6-7)8-3-1-2-4-9(8)12(14)15/h1-4,7H,5-6H2,(H,11,13)
    • InChI Key: LWENPBZQINYOPC-UHFFFAOYSA-N
    • SMILES: O=C(C1C=CC=CC=1[N+](=O)[O-])NC1CC1

Computed Properties

  • Exact Mass: 206.06914219g/mol
  • Monoisotopic Mass: 206.06914219g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 2
  • Complexity: 270
  • 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: 0.8
  • Topological Polar Surface Area: 74.9?2

N-Cyclopropyl-2-nitrobenzamide Pricemore >>

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Additional information on N-Cyclopropyl-2-nitrobenzamide

Comprehensive Overview of N-Cyclopropyl-2-nitrobenzamide (CAS No. 88229-20-3): Properties, Applications, and Research Insights

N-Cyclopropyl-2-nitrobenzamide (CAS No. 88229-20-3) is a specialized organic compound that has garnered significant attention in pharmaceutical and agrochemical research. This nitro-substituted benzamide derivative is characterized by its unique cyclopropyl moiety, which contributes to its structural stability and reactivity. The compound's molecular formula, C10H10N2O3, and its distinct nitrobenzamide backbone make it a valuable intermediate in synthetic chemistry. Researchers often explore its potential as a building block for bioactive molecules, particularly in the development of novel enzyme inhibitors and antimicrobial agents.

In recent years, the demand for N-Cyclopropyl-2-nitrobenzamide has surged due to its relevance in drug discovery and material science. A trending topic in scientific forums revolves around its role in catalysis and green chemistry, where its nitro group facilitates selective reductions. Additionally, its cyclopropyl ring is frequently studied for conformational effects on molecular interactions, a subject widely searched in computational chemistry databases. Users often query its solubility, melting point, and spectral data (IR, NMR), underscoring the need for detailed physicochemical profiles.

The synthesis of N-Cyclopropyl-2-nitrobenzamide typically involves the acylation of 2-nitrobenzoic acid derivatives with cyclopropylamine, followed by purification via recrystallization. This process highlights its compatibility with amide coupling reagents like EDC or HATU, a frequent search term among synthetic chemists. Notably, its nitro group offers versatility for further functionalization, enabling applications in heterocyclic chemistry—a hotspot in medicinal chemistry research. Recent publications emphasize its utility in constructing quinazoline and benzimidazole scaffolds, addressing popular queries about nitro group transformations.

From an industrial perspective, CAS No. 88229-20-3 is often discussed in contexts like scale-up synthesis and process optimization. Environmental considerations, such as waste minimization during nitro-group reductions, align with the growing interest in benign-by-design methodologies. Analytical techniques like HPLC purity analysis and LC-MS characterization are critical for quality control, reflecting common user searches for analytical protocols. Furthermore, its stability under varying pH conditions is a recurring topic in formulation studies, particularly for API intermediates.

Emerging trends link N-Cyclopropyl-2-nitrobenzamide to AI-driven molecular design, where its structural features are leveraged in machine learning models for bioactivity prediction. This aligns with frequent searches on cheminformatics tools and QSAR studies. Despite its niche applications, the compound exemplifies the intersection of traditional synthesis and digital innovation—a theme dominating contemporary chemical literature. Future research may explore its photophysical properties for sensor development, another area gaining traction in academic searches.

In conclusion, N-Cyclopropyl-2-nitrobenzamide (CAS No. 88229-20-3) represents a multifaceted compound with broad utility across scientific disciplines. Its synthetic accessibility, structural modularity, and research versatility ensure its continued relevance in both industrial and academic settings. As inquiries about nitroaromatic chemistry and cyclopropyl motifs persist in search engines, this compound remains a focal point for innovation in organic synthesis and beyond.

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