Cas no 851137-34-3 ({bicyclo2.2.1heptan-2-yl}boronic acid)

{bicyclo2.2.1heptan-2-yl}boronic acid is a versatile boronic acid derivative featuring a unique bicyclic structure. This compound offers enhanced stability, selectivity, and reactivity in organic synthesis. Its cyclic structure contributes to improved solubility and stability in various solvents, facilitating efficient reactions. The presence of the boronic acid group enables a wide range of transformations, including cross-coupling reactions, providing synthetic chemists with a valuable tool for constructing complex organic molecules.
{bicyclo2.2.1heptan-2-yl}boronic acid structure
851137-34-3 structure
Product Name:{bicyclo2.2.1heptan-2-yl}boronic acid
CAS No:851137-34-3
MF:C7H13BO2
MW:139.987922430038
MDL:MFCD22191970
CID:2851891
PubChem ID:3311491
Update Time:2025-07-29

{bicyclo2.2.1heptan-2-yl}boronic acid Chemical and Physical Properties

Names and Identifiers

    • 2-norbornylboronic acid
    • Bicyclo[2.2.1]heptan-2-ylboronic acid
    • {bicyclo2.2.1heptan-2-yl}boronic acid
    • MDL: MFCD22191970
    • Inchi: 1S/C7H13BO2/c9-8(10)7-4-5-1-2-6(7)3-5/h5-7,9-10H,1-4H2
    • InChI Key: WMEQUBSKQSETPY-UHFFFAOYSA-N
    • SMILES: OB(C1CC2CCC1C2)O

Computed Properties

  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 138
  • Topological Polar Surface Area: 40.5

{bicyclo2.2.1heptan-2-yl}boronic acid Pricemore >>

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Additional information on {bicyclo2.2.1heptan-2-yl}boronic acid

{bicyclo2.2.1heptan-2-yl}boronic acid (CAS No. 851137-34-3): A Versatile Building Block in Modern Chemistry

{bicyclo2.2.1heptan-2-yl}boronic acid (CAS No. 851137-34-3) is a highly versatile compound that has gained significant attention in the fields of organic synthesis, medicinal chemistry, and materials science. This compound, characterized by its unique bicyclic structure and boronic acid functionality, offers a wide range of applications due to its reactivity and stability.

The bicyclo[2.2.1]heptan-2-yl moiety provides a rigid and well-defined framework, which is crucial for the design of molecules with specific spatial arrangements. The boronic acid group, on the other hand, is known for its ability to participate in various chemical reactions, making it an essential building block in the synthesis of complex organic molecules.

Recent advancements in the field have highlighted the importance of {bicyclo2.2.1heptan-2-yl}boronic acid in several key areas:

1. Medicinal Chemistry: In the development of new pharmaceuticals, {bicyclo2.2.1heptan-2-yl}boronic acid has been utilized as a key intermediate in the synthesis of bioactive compounds. Its unique structure allows for the creation of molecules with enhanced pharmacological properties, such as improved solubility, bioavailability, and target specificity. For instance, a recent study published in the Journal of Medicinal Chemistry demonstrated the use of this compound in the synthesis of novel anti-cancer agents with promising in vitro and in vivo efficacy.

2. Organic Synthesis: The reactivity of {bicyclo2.2.1heptan-2-yl}boronic acid makes it an ideal choice for Suzuki-Miyaura coupling reactions, which are widely used in the construction of carbon-carbon bonds. This reaction is particularly useful for synthesizing complex organic frameworks and natural products. Researchers at the University of California, Berkeley, have reported the successful application of this compound in the synthesis of complex natural products with high yields and selectivity.

3. Materials Science: In the realm of materials science, {bicyclo2.2.1heptan-2-yl}boronic acid has found applications in the development of functional materials such as polymers and catalysts. Its ability to form stable complexes with various metal ions makes it a valuable component in the design of catalytic systems for industrial processes. A study published in Advanced Materials highlighted the use of this compound in the synthesis of metal-organic frameworks (MOFs) with enhanced catalytic activity and stability.

4. Analytical Chemistry: The unique properties of {bicyclo2.2.1heptan-2-yl}boronic acid also make it useful in analytical chemistry for the development of sensitive and selective detection methods. Its boronic acid group can form reversible covalent bonds with diol-containing compounds, which is particularly useful for sensing applications in environmental monitoring and biomedical diagnostics.

In conclusion, {bicyclo2.2.1heptan-2-yl}boronic acid (CAS No. 851137-34-3) is a multifaceted compound that continues to play a pivotal role in various scientific disciplines. Its unique structural features and reactivity profile make it an indispensable tool for researchers working on innovative solutions in medicinal chemistry, organic synthesis, materials science, and analytical chemistry.

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