Description
4,4,5,5-Tetramethyl-2-tricyclo[8.2.2.24,7]hexadeca-4,6,10,12,13,15-hexaen-5-yl-1,3,2-dioxaborolane (CAS: 847974-13-4) is a highly specialized organoboron compound with the molecular formula C22H27BO2. This compound features a unique tricyclic hexaene structure coupled with a 1,3,2-dioxaborolane moiety, making it a valuable intermediate in advanced organic synthesis and materials science applications. Its rigid, polycyclic framework and boron-containing functional group enable precise reactivity in cross-coupling reactions, polymer chemistry, and ligand design. With a purity optimized for research and industrial use, this product is supplied under strict quality control to ensure consistency in performance. Ideal for synthetic chemists and material scientists exploring novel boron-based architectures.
Properties
- CAS Number: 847974-13-4
- Complexity: 451
- IUPAC Name: 4,4,5,5-tetramethyl-2-(5-tricyclo[8.2.2.24,7]hexadeca-1(13),4,6,10(14),11,15-hexaenyl)-1,3,2-dioxaborolane
- InChI: InChI=1S/C22H27BO2/c1-21(2)22(3,4)25-23(24-21)20-15-18-10-9-16-5-7-17(8-6-16)11-13-19(20)14-12-18/h5-8,12,14-15H,9-11,13H2,1-4H3
- InChI Key: IQDVEVPQUMDXKT-UHFFFAOYSA-N
- Exact Mass: 334.2104103
- Molecular Formula: C22H27BO2
- Molecular Weight: 334.3
- SMILES: B1(OC(C(O1)(C)C)(C)C)C2=C3CCC4=CC=C(CCC(=C2)C=C3)C=C4
- Topological: 18.5
- Monoisotopic Mass: 334.2104103
- Synonyms: 4,4,5,5-Tetramethyl-2-tricyclo[8.2.2.24,7]hexadeca-4,6,10,12,13,15-hexaen-5-yl-1,3,2-dioxaborolane, 847974-13-4, G69605
Application
This compound serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling the synthesis of complex polycyclic aromatic systems. Its boron-ester functionality is critical for designing advanced organic electronic materials, such as OLEDs and conductive polymers. Researchers also utilize it in the development of boron-containing ligands for catalytic applications.
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