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Best Manufacturer Butylboronic Acid丨CAS 4426-47-5
Butylboronic acid (CAS 4426-47-5), also known as n-butylboronic acid or butane-1-boronic acid, is an organoboron compound containing a four-carbon alkyl chain bonded directly to a boronic acid group. Its molecular structure combines an aliphatic butyl group with the reactive B(OH)₂ functionality, making it useful in organoboron chemistry and synthetic research. As an alkylboronic acid, it provides a source of a butyl group for selected carbon–carbon bond-forming transformations and can also participate in reactions involving boronic acid functionality. Its relatively simple structure makes it a useful building block for investigating alkyl transfer reactions and developing organoboron-based synthetic methods.
Chemical Identifiers
| InChI | 1S/C4H11BO2/c1-2-3-4-5(6)7/h6-7H,2-4H2,1H3 |
| InChI Key | QPKFVRWIISEVCW-UHFFFAOYSA-N |
| Smiles | CCCCB(O)O |
| EC No. | 224-607-7 |
| MDL No. | MFCD00002106 |
| PubChem CID | 20479 |
Applications
Applications in Organic Synthesis
Butylboronic acid is used as a building block in organic synthesis where the introduction of an n-butyl group is required. Under suitable catalytic conditions, alkylboronic acids can participate in carbon–carbon bond-forming reactions, including selected cross-coupling and oxidative coupling transformations. These reactions provide access to alkylated organic compounds and can complement conventional methods based on organometallic reagents. The reactivity of the boronic acid group allows chemists to explore different catalytic systems, reaction conditions, and substrate combinations in the preparation of structurally diverse molecules.
Applications in Pharmaceutical and Fine Chemical Research
The n-butyl group is found in a variety of organic structures and can influence molecular properties such as lipophilicity, solubility, and steric environment. Butylboronic acid can therefore serve as a synthetic building block in research aimed at preparing alkylated intermediates and exploring structure–property relationships. In pharmaceutical and fine chemical development, it may support the preparation of selected intermediates and research compounds when an n-butyl substituent is required. Its suitability for a particular synthesis depends on the substrate, catalyst, and reaction conditions.
Applications in Organoboron Chemistry
Butylboronic acid is a useful compound for studying the preparation, transformation, and reactivity of organoboron species. The boronic acid group can undergo conversion into other boron-containing derivatives or participate in reactions that modify the carbon–boron bond. Such transformations are relevant to research involving boronate esters, boron-mediated synthesis, and the development of new synthetic routes. Its straightforward alkyl structure also provides a useful reference compound for comparing the behavior of aliphatic and aromatic boronic acids.
Applications in Chemical Research and Method Development
In synthetic chemistry laboratories, Butylboronic acid can be used to investigate catalytic alkylation, reaction selectivity, and the stability of alkylboron compounds. Researchers can evaluate its performance under different conditions, including variations in catalyst systems, ligands, solvents, and reaction temperatures. These studies contribute to the development of practical methods for introducing alkyl groups into organic molecules and expanding the application of organoboron reagents beyond aromatic coupling chemistry.
