Cas no 1197171-76-8 (N-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide)

N-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide is a boronic ester derivative commonly employed as an intermediate in Suzuki-Miyaura cross-coupling reactions. Its stable dioxaborolane moiety enhances handling and storage compared to free boronic acids, while the amide functionality provides versatility for further derivatization. The compound exhibits good solubility in organic solvents, facilitating its use in homogeneous catalytic systems. Its structural features make it particularly useful in pharmaceutical and agrochemical synthesis, where selective aryl-aryl bond formation is required. The product is typically characterized by high purity and consistent reactivity, ensuring reliable performance in demanding synthetic applications.
N-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide structure
1197171-76-8 structure
Product Name:N-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide
CAS No:1197171-76-8
MF:C14H20BNO3
MW:261.124504089355
MDL:MFCD17015821
CID:827787
PubChem ID:53217108
Update Time:2025-11-02

N-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide Chemical and Physical Properties

Names and Identifiers

    • N-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide
    • 3-(N-Methylaminocarbonyl)phenylboronic acid,pinacol ester
    • N-Methyl-3-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide
    • A-5349
    • X1655
    • MDL: MFCD17015821
    • Inchi: 1S/C14H20BNO3/c1-13(2)14(3,4)19-15(18-13)11-8-6-7-10(9-11)12(17)16-5/h6-9H,1-5H3,(H,16,17)
    • InChI Key: YKVCWFPOJAXHGE-UHFFFAOYSA-N
    • SMILES: O1B(C2C=CC=C(C(NC)=O)C=2)OC(C)(C)C1(C)C

Computed Properties

  • Exact Mass: 261.15400
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 3

Experimental Properties

  • Melting Point: 172-174°C
  • PSA: 51.05000
  • LogP: 1.92020

N-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide Security Information

N-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide Customs Data

  • HS CODE:2934999090
  • Customs Data:

    China Customs Code:

    2934999090

    Overview:

    2934999090. Other heterocyclic compounds. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

N-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide Pricemore >>

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N-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide Related Literature

Additional information on N-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide

Comprehensive Overview of N-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide (CAS No. 1197171-76-8)

N-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide, with the CAS number 1197171-76-8, is a highly specialized boronic acid derivative widely recognized for its applications in organic synthesis and pharmaceutical research. This compound belongs to the class of arylboronates, which are pivotal in Suzuki-Miyaura cross-coupling reactions, a cornerstone of modern drug discovery and material science. Its unique dioxaborolane structure enhances stability and reactivity, making it a valuable intermediate for constructing complex molecular architectures.

The growing interest in N-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide is driven by its versatility in medicinal chemistry, particularly in the development of targeted therapies and bioconjugates. Researchers frequently search for "boronic acid derivatives in drug design" or "applications of Suzuki coupling reagents," reflecting its relevance in cutting-edge science. The compound's methyl-substituted benzamide moiety further expands its utility in modulating bioavailability and binding affinity, aligning with trends in personalized medicine.

From a synthetic perspective, CAS 1197171-76-8 is prized for its air- and moisture-stable properties, addressing common challenges in handling boron-containing compounds. This stability is critical for high-throughput screening (HTS) and combinatorial chemistry, where reproducibility is paramount. Industry professionals often inquire about "stable boronate esters" or "scalable boron reagents," underscoring its industrial significance. Additionally, its compatibility with green chemistry protocols resonates with the push for sustainable synthesis methods.

The compound's role extends to agrochemical research, where boron-based intermediates are leveraged to develop novel crop protection agents. This aligns with global demands for eco-friendly pesticides and precision agriculture solutions. Searches like "boron in agrochemicals" or "benzamide derivatives in agriculture" highlight this niche application. Furthermore, its potential in proteolysis-targeting chimeras (PROTACs)—a hot topic in degradation therapeutics—has sparked academic and commercial interest.

Quality control of N-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide is rigorously monitored via HPLC, NMR, and mass spectrometry, ensuring compliance with Good Manufacturing Practices (GMP). Suppliers emphasize "high-purity boron reagents" and "CAS 1197171-76-8 specifications" to meet researcher needs. The compound's crystalline form and solubility profiles are also documented to facilitate experimental design, catering to queries such as "boronate solubility in DMSO."

In summary, N-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide (1197171-76-8) exemplifies the intersection of innovation and practical utility in chemical research. Its multifaceted applications—from pharmaceuticals to agrochemicals—coupled with its synthetic advantages, position it as a critical tool for scientists tackling 21st-century challenges.

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