1187055-81-7 | 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-2-enone

Packsize	Purity	Availability	Price	Discounted Price
100mg	97%	in stock	$5.00	$4.00
250mg	97%	in stock	$11.00	$8.00
1g	97%	in stock	$31.00	$22.00
5g	97%	in stock	$102.00	$72.00
10g	97%	in stock	$203.00	$143.00

Description

• Catalog Number: AE15838
• Chemical Name: 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-2-enone
• CAS Number: 1187055-81-7
• Molecular Formula: C12H19BO3
• Molecular Weight: 222.0885
• MDL Number: MFCD18383337
• SMILES: O=C1CCCC(=C1)B1OC(C(O1)(C)C)(C)C

Computed Properties

• Complexity: 328
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 16
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1

Upstream Synthesis Route

3-(tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-2-en-1-one is a versatile compound widely utilized in chemical synthesis due to its unique properties and reactivity. This compound serves as a valuable building block for the construction of complex organic molecules through various synthetic methods. One significant application of 3-(tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-2-en-1-one is in cross-coupling reactions, particularly in Suzuki-Miyaura coupling reactions.In Suzuki-Miyaura coupling, 3-(tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-2-en-1-one can act as a boron-containing reagent, undergoing a palladium-catalyzed cross-coupling reaction with various aryl or vinyl halides. This results in the formation of new carbon-carbon bonds, allowing for the synthesis of biaryl or bivinyl compounds. The versatility of this compound in cross-coupling reactions makes it a valuable tool in the development of pharmaceuticals, agrochemicals, and materials science.Furthermore, 3-(tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-2-en-1-one can also participate in various other transformations, including functional group manipulations and heterocycle synthesis. Its unique structure and reactivity enable chemists to access novel chemical structures efficiently, making it a valuable reagent in the toolbox of synthetic chemists.