Cas no 2222997-43-3 (1-sec-butyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole)

1-sec-Butyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole is a boronic ester derivative of pyrazole, commonly employed as an intermediate in organic synthesis and cross-coupling reactions. The presence of the pinacol boronate group enhances its stability and reactivity, making it suitable for Suzuki-Miyaura couplings and other transition-metal-catalyzed transformations. The sec-butyl substituent provides steric and electronic modulation, which can influence regioselectivity in subsequent reactions. This compound is particularly valuable in pharmaceutical and agrochemical research due to its compatibility with diverse reaction conditions and its role in constructing heterocyclic frameworks. Proper handling under inert conditions is recommended to preserve its integrity.
1-sec-butyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole structure
2222997-43-3 structure
Product Name:1-sec-butyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole
CAS No:2222997-43-3
MF:C13H23BN2O2
MW:250.144923448563
CID:4770714
Update Time:2026-02-26

1-sec-butyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole Chemical and Physical Properties

Names and Identifiers

    • 1-(sec-Butyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
    • 1-sec-butyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole
    • Inchi: 1S/C13H23BN2O2/c1-7-10(2)16-9-8-11(15-16)14-17-12(3,4)13(5,6)18-14/h8-10H,7H2,1-6H3
    • InChI Key: FCNTXUTXODWOAD-UHFFFAOYSA-N
    • SMILES: O1B(C2C=CN(C(C)CC)N=2)OC(C)(C)C1(C)C

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 3
  • Complexity: 293
  • Topological Polar Surface Area: 36.3

1-sec-butyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole Pricemore >>

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Additional information on 1-sec-butyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole

Comprehensive Overview of 1-sec-butyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole (CAS No. 2222997-43-3)

The compound 1-sec-butyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole (CAS No. 2222997-43-3) is a boron-containing heterocyclic molecule that has garnered significant attention in recent years due to its versatile applications in pharmaceutical research, organic synthesis, and material science. This pyrazole derivative features a dioxaborolane moiety, which is known for its stability and reactivity, making it a valuable intermediate in Suzuki-Miyaura cross-coupling reactions—a cornerstone of modern drug discovery and agrochemical development.

In the context of drug discovery, 1-sec-butyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole is often explored as a building block for small-molecule inhibitors targeting enzymes or receptors involved in diseases such as cancer and inflammatory disorders. Researchers are particularly interested in its boronic acid derivatives, which can form reversible covalent bonds with biological targets, enhancing drug potency and selectivity. This aligns with the growing demand for precision medicine and targeted therapies, topics frequently searched in biomedical literature and AI-driven research databases.

From a synthetic chemistry perspective, the compound's dioxaborolane group serves as a protecting group or transformation handle, enabling chemists to perform selective functionalizations under mild conditions. Its stability in air and moisture contrasts with traditional boronic acids, addressing a common challenge in organoboron chemistry. This property has made it a favorite among researchers optimizing green chemistry protocols, a trending topic in sustainable synthesis discussions.

The material science community has also investigated CAS No. 2222997-43-3 for its potential in organic electronics, such as OLEDs and photovoltaic devices. Its electron-deficient pyrazole core and boron coordination properties may contribute to charge transport or luminescence in advanced materials. This intersects with the rising interest in renewable energy and smart materials, frequently queried in scientific search engines.

Quality control of 1-sec-butyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole relies on advanced analytical techniques like NMR spectroscopy, HPLC, and mass spectrometry. Purity is critical for its performance in catalytic systems or biological assays, reflecting the broader industry emphasis on high-purity intermediates—a key term in chemical procurement searches.

In summary, CAS No. 2222997-43-3 exemplifies the convergence of medicinal chemistry, synthetic methodology, and material innovation. Its multifaceted roles underscore why it remains a highly searched compound in academic and industrial research circles, particularly among those exploring next-generation therapeutics and sustainable technologies.

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