1073353-65-7 | 2,4-Bis(trifluoromethyl)phenylboronic acid, pinacol ester

Packsize	Purity	Availability	Price	Discounted Price
1g	98%	in stock	$35.00	$24.00
5g	98%	in stock	$143.00	$100.00
25g	98%	in stock	$441.00	$309.00

Description

• Catalog Number: AD45385
• Chemical Name: 2,4-Bis(trifluoromethyl)phenylboronic acid, pinacol ester
• CAS Number: 1073353-65-7
• Molecular Formula: C14H15BF6O2
• Molecular Weight: 340.0691
• MDL Number: MFCD09953467
• SMILES: CC1(C)OB(OC1(C)C)c1ccc(cc1C(F)(F)F)C(F)(F)F

Computed Properties

• Complexity: 430
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 23
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 1

Upstream Synthesis Route

2-[2,4-Bis(trifluoromethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is a versatile compound widely utilized in chemical synthesis for its unique properties and reactivity. This boron-containing compound serves as a key building block in organic reactions, particularly in the formation of carbon-carbon and carbon-heteroatom bonds. Due to its electron-deficient boron center and trifluoromethyl substituents, it exhibits enhanced stability and selectivity in various transformations.In organic synthesis, 2-[2,4-Bis(trifluoromethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is commonly employed in Suzuki-Miyaura cross-coupling reactions. This powerful coupling reaction enables the construction of complex organic molecules by combining an aryl or vinyl boronic acid derivative with an aryl or vinyl halide under mild reaction conditions. The presence of the trifluoromethyl groups enhances the electron-withdrawing nature of the boron center, facilitating efficient cross-coupling processes and providing high yields of the desired products.Furthermore, this dioxaborolane compound finds utility in transition metal-catalyzed transformations, such as palladium-catalyzed C-H activation reactions. By serving as a directing group for the metal catalyst, it enables selective functionalization of specific carbon-hydrogen bonds in a molecule, leading to regioselective and stereocontrolled synthesis of organic compounds. Its unique structure and reactivity make it a valuable tool in the synthesis of pharmaceuticals, agrochemicals, and materials with diverse applications.