Description
2-(4-Cyclohexylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS No. 820223-94-7) is a high-purity boronic ester derivative designed for advanced research and synthetic applications. With the molecular formula C18H27BO2, this compound features a cyclohexylphenyl backbone coupled with a pinacol boronate ester group, making it an essential building block for Suzuki-Miyaura cross-coupling reactions and other organoboron-mediated transformations. Its stable dioxaborolane structure ensures excellent shelf life and handling under inert conditions. Ideal for pharmaceutical intermediates, material science, and catalyst development, this reagent is rigorously tested for consistency and purity (>95% by HPLC). Available in sealed amber vials to prevent moisture degradation, it is a reliable choice for chemists seeking precision in complex organic synthesis.
Properties
- CAS Number: 820223-94-7
- Complexity: 336
- IUPAC Name: 2-(4-cyclohexylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
- InChI: InChI=1S/C18H27BO2/c1-17(2)18(3,4)21-19(20-17)16-12-10-15(11-13-16)14-8-6-5-7-9-14/h10-14H,5-9H2,1-4H3
- InChI Key: TYHPJCMZSCFGIX-UHFFFAOYSA-N
- Exact Mass: 286.2104103
- Molecular Formula: C18H27BO2
- Molecular Weight: 286.2
- SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC=C(C=C2)C3CCCCC3
- Topological: 18.5
- Monoisotopic Mass: 286.2104103
- Synonyms: 820223-94-7, 2-(4-Cyclohexylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, DTXSID70682211, DTXCID40632960, 4-Cyclohexylphenylboronic acid pinacol ester, 4-cyclohexylphenylboronic acid, pinacol ester, MFCD17015819, SCHEMBL5818521, AKOS016001477, AS-3073, DB-367704, CS-0175614, E10217, EN300-3256159, Z1336745211
This boronic ester is widely used in palladium-catalyzed cross-coupling reactions to form biaryl compounds, a key step in drug discovery and materials science. It serves as a versatile intermediate in the synthesis of liquid crystals and OLED materials due to its stable cyclohexylphenyl moiety. Researchers also employ it in the development of kinase inhibitors and other bioactive molecules requiring boron-containing scaffolds.
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