Cas no 1393822-92-8 (Lithium (5-methoxypyridin-2-yl)trihydroxyborate)

Lithium (5-methoxypyridin-2-yl)trihydroxyborate is an organoborate compound featuring a 5-methoxypyridin-2-yl ligand coordinated to a borate center. This structure imparts stability and reactivity, making it useful in cross-coupling reactions, particularly in Suzuki-Miyaura couplings, where it serves as an efficient boron-based reagent. The methoxy group enhances solubility in organic solvents, facilitating homogeneous reaction conditions. Its lithium counterion improves handling and shelf stability. The compound is valued for its compatibility with sensitive functional groups and mild reaction conditions, enabling selective transformations in complex synthetic pathways. It is commonly employed in pharmaceutical and agrochemical research for constructing heterocyclic frameworks. Proper storage under inert conditions is recommended to maintain reactivity.
Lithium (5-methoxypyridin-2-yl)trihydroxyborate structure
1393822-92-8 structure
Product Name:Lithium (5-methoxypyridin-2-yl)trihydroxyborate
CAS No:1393822-92-8
MF:C6H9BLiNO4
MW:176.891961812973
MDL:MFCD16872063
CID:1279326
PubChem ID:56973072
Update Time:2025-11-01

Lithium (5-methoxypyridin-2-yl)trihydroxyborate Chemical and Physical Properties

Names and Identifiers

    • lithium trihydroxy-(5-methoxy-2-pyridyl)boranuide
    • LithiuM (5-Methoxypyridin-2-yl)trihydroxyborate
    • lithium trihydroxy(5-methoxypyridin-2-yl)borate
    • 1393822-92-8
    • AKOS015968547
    • LITHIUM(1+) ION TRIHYDROXY(5-METHOXYPYRIDIN-2-YL)BORANUIDE
    • CS-0239071
    • lithium;trihydroxy-(5-methoxypyridin-2-yl)boranuide
    • EN300-205114
    • starbld0017905
    • Lithium (5-methoxypyridin-2-yl)trihydroxyborate
    • MDL: MFCD16872063
    • Inchi: 1S/C6H9BNO4.Li/c1-12-5-2-3-6(8-4-5)7(9,10)11;/h2-4,9-11H,1H3;/q-1;+1
    • InChI Key: VGVDKTFIYZHOIT-UHFFFAOYSA-N
    • SMILES: O[B-](C1C=CC(=CN=1)OC)(O)O.[Li+]

Computed Properties

  • Exact Mass: 177.07800
  • Monoisotopic Mass: 177.0784664g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 154
  • Covalently-Bonded Unit Count: 2
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 82.8?2

Experimental Properties

  • PSA: 82.81000
  • LogP: -1.78700

Lithium (5-methoxypyridin-2-yl)trihydroxyborate Pricemore >>

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Additional information on Lithium (5-methoxypyridin-2-yl)trihydroxyborate

Comprehensive Overview of Lithium (5-methoxypyridin-2-yl)trihydroxyborate (CAS No. 1393822-92-8)

Lithium (5-methoxypyridin-2-yl)trihydroxyborate (CAS No. 1393822-92-8) is a specialized borate-based compound that has garnered significant attention in recent years due to its unique chemical properties and potential applications in organic synthesis, pharmaceutical research, and material science. This compound, characterized by its lithium and borate functional groups, offers a versatile platform for researchers exploring catalytic reactions and molecular design. Its 5-methoxypyridin-2-yl moiety further enhances its reactivity, making it a valuable intermediate in the development of heterocyclic compounds.

The growing interest in Lithium (5-methoxypyridin-2-yl)trihydroxyborate aligns with broader trends in green chemistry and sustainable synthesis. As industries and academic institutions prioritize eco-friendly alternatives, this compound’s potential role in low-waste processes and energy-efficient reactions has become a focal point. Researchers are particularly intrigued by its ability to facilitate C-C bond formation under mild conditions, a feature highly sought after in drug discovery and agrochemical development.

From a structural perspective, Lithium (5-methoxypyridin-2-yl)trihydroxyborate exhibits a unique combination of Lewis acidity and nucleophilic character, enabling its use in asymmetric catalysis. This duality has sparked investigations into its applications for chiral molecule synthesis, a critical area in pharmaceutical manufacturing. Recent studies have also explored its compatibility with transition-metal catalysts, opening doors to innovative cross-coupling methodologies.

The compound’s solubility in polar solvents like water and alcohols further broadens its utility, particularly in aqueous-phase reactions. This property is especially relevant given the increasing demand for water-compatible reagents in industrial settings. Additionally, its stability under ambient conditions makes it a practical choice for large-scale synthesis, addressing key challenges in process chemistry.

In the context of material science, Lithium (5-methoxypyridin-2-yl)trihydroxyborate has shown promise as a precursor for boron-doped materials. These materials are pivotal in advancing energy storage technologies, such as lithium-ion batteries and supercapacitors. The compound’s ability to incorporate boron into polymeric frameworks is also being studied for conductive polymer applications, aligning with the global push toward renewable energy solutions.

Safety and handling of Lithium (5-methoxypyridin-2-yl)trihydroxyborate adhere to standard laboratory protocols, with no significant toxicity or reactivity hazards reported under normal conditions. Its compatibility with air-sensitive techniques and inert atmospheres further enhances its practicality for researchers. As the scientific community continues to uncover its potential, this compound is poised to play a pivotal role in next-generation chemical innovations.

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