1190376-20-5 | 4,4,5,5-Tetramethyl-2-(4-phenylethynyl)-1,3,2-dioxaborolane

Packsize	Purity	Availability	Price	Discounted Price
100mg	97%	in stock	$38.00	$26.00
250mg	97%	in stock	$59.00	$41.00
1g	97%	in stock	$131.00	$92.00
5g	97%	in stock	$508.00	$356.00

Description

• Catalog Number: AE25177
• Chemical Name: 4,4,5,5-Tetramethyl-2-(4-phenylethynyl)-1,3,2-dioxaborolane
• CAS Number: 1190376-20-5
• Molecular Formula: C20H21BO2
• Molecular Weight: 304.19054
• MDL Number: MFCD16294498
• SMILES: CC1(C)OB(OC1(C)C)c1ccc(cc1)C#Cc1ccccc1

Computed Properties

• Complexity: 454
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 23
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3

Upstream Synthesis Route

4,4,5,5-Tetramethyl-2-(4-phenylethynyl)[1,3,2]dioxaborolane is a versatile reagent widely used in chemical synthesis for various applications. In the field of organic chemistry, this compound serves as a valuable building block in the synthesis of complex organic molecules. Its unique chemical structure containing a boron atom and phenylethynyl group makes it particularly useful for creating new carbon-carbon bonds through cross-coupling reactions.One of the primary applications of 4,4,5,5-Tetramethyl-2-(4-phenylethynyl)[1,3,2]dioxaborolane is in Suzuki-Miyaura cross-coupling reactions, where it can react with aryl halides or pseudohalides in the presence of a palladium catalyst to form biaryl compounds. This reaction is widely employed in the pharmaceutical industry, material science, and agrochemical synthesis to construct complex organic molecules efficiently.Additionally, this compound can participate in other types of carbon-carbon bond-forming reactions such as Sonogashira, Heck, and Negishi coupling reactions, expanding its utility in the synthesis of a diverse range of organic compounds. Its compatibility with various functional groups and high reactivity make it a valuable tool for synthetic chemists seeking to create novel molecules with precise control over stereochemistry and functionality.