Description
(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)boronic acid (CAS No. 913739-28-3) is a highly specialized boronic acid derivative with the molecular formula C6H14B2O4. This compound features a unique dioxaborolane ring structure, making it a valuable reagent in organic synthesis and cross-coupling reactions. Its stability and reactivity are enhanced by the tetramethyl substitution on the dioxaborolane ring, which also improves solubility in common organic solvents. Ideal for Suzuki-Miyaura couplings, this boronic acid derivative is rigorously tested for purity and consistency, ensuring reliable performance in research and industrial applications. Available in various quantities, it is supplied with comprehensive analytical data (NMR, HPLC, MS) to meet the stringent requirements of pharmaceutical, agrochemical, and materials science researchers.
Properties
- CAS Number: 913739-28-3
- Complexity: 164
- IUPAC Name: (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)boronic acid
- InChI: InChI=1S/C6H14B2O4/c1-5(2)6(3,4)12-8(11-5)7(9)10/h9-10H,1-4H3
- InChI Key: GOTRMTLAQUQBIQ-UHFFFAOYSA-N
- Exact Mass: 172.1078193
- Molecular Formula: C6H14B2O4
- Molecular Weight: 171.80
- SMILES: B1(OC(C(O1)(C)C)(C)C)B(O)O
- Topological: 58.9
- Monoisotopic Mass: 172.1078193
- Synonyms: 913739-28-3, (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)boronic acid, SCHEMBL12327478, DTXSID70726048, b-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-boronic acid, (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)boronicacid
Application
(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)boronic acid is widely used as a key intermediate in Suzuki-Miyaura cross-coupling reactions for the synthesis of biaryl compounds. Its stability under aerobic conditions makes it advantageous for catalytic transformations in medicinal chemistry and material science. Researchers also employ it in the development of boron-containing polymers and sensors due to its robust reactivity profile.
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