1111095-99-8 | 5-Bromo-4-methylthiophene-2-boronic acid, pinacol ester

Packsize	Purity	Availability	Price	Discounted Price
100mg	98%	in stock	$43.00	$30.00
250mg	98%	in stock	$71.00	$50.00
1g	98%	in stock	$184.00	$129.00
5g	98%	in stock	$616.00	$431.00

Description

• Catalog Number: AE25153
• Chemical Name: 5-Bromo-4-methylthiophene-2-boronic acid, pinacol ester
• CAS Number: 1111095-99-8
• Molecular Formula: C11H16BBrO2S
• Molecular Weight: 303.0235
• MDL Number: MFCD12405479
• SMILES: Cc1cc(sc1Br)B1OC(C(O1)(C)C)(C)C

Upstream Synthesis Route

2-(5-Bromo-4-methyl-2-thienyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is a versatile compound widely used in chemical synthesis. It serves as a valuable building block in the preparation of various organic molecules due to its unique properties and reactivity.One key application of 2-(5-Bromo-4-methyl-2-thienyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is its use in palladium-catalyzed cross-coupling reactions, specifically in Suzuki-Miyaura coupling. In this reaction, the boron atom in the molecule undergoes transmetalation with a palladium catalyst to form an intermediate arylpalladium complex. This complex then reacts with an organic halide or pseudohalide to form a new carbon-carbon bond, allowing for the synthesis of complex organic molecules.Additionally, this compound can also be employed in other types of borylation reactions, such as Chan-Lam coupling and Sonogashira coupling, expanding its utility in diverse synthetic pathways. The presence of the bromine and methyl groups on the thienyl ring further enable fine-tuning of the reactivity and selectivity of the reaction, making it a valuable tool for organic chemists in the synthesis of pharmaceuticals, agrochemicals, and materials.