6165-68-0 | Thiophene-2-boronic acid

Packsize	Purity	Availability	Price	Discounted Price
1g	97%	in stock	$16.00	$11.00
5g	97%	in stock	$24.00	$17.00
25g	97%	in stock	$50.00	$35.00
100g	97%	in stock	$147.00	$103.00
500g	97%	in stock	$667.00	$467.00

Description

• Catalog Number: AB47149
• Chemical Name: Thiophene-2-boronic acid
• CAS Number: 6165-68-0
• Molecular Formula: C4H5BO2S
• Molecular Weight: 127.9573
• MDL Number: MFCD00151850
• SMILES: OB(c1cccs1)O

Computed Properties

• Complexity: 78.4
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 8
• Hydrogen Bond Acceptor Count: 3
• Hydrogen Bond Donor Count: 2
• Rotatable Bond Count: 1

Upstream Synthesis Route

Thiophene-2-Boronic Acid is a versatile compound frequently used in chemical synthesis as a key building block for creating a wide range of organic compounds. Its applications are diverse and play a crucial role in the development of pharmaceuticals, materials science, and agrochemicals. In organic synthesis, Thiophene-2-Boronic Acid serves as a valuable reagent for the formation of carbon-carbon bonds through reactions such as Suzuki-Miyaura cross-coupling, allowing for the efficient construction of complex molecular structures. This compound offers chemists a powerful tool to introduce the thiophene moiety into various molecules, enhancing their properties and potential applications. Additionally, Thiophene-2-Boronic Acid demonstrates excellent stability and compatibility with a variety of functional groups, making it a preferred choice for the synthesis of diverse organic compounds with enhanced chemical and biological activities.

Literature

• In search of oligo(2-thienyl)-substituted pyridine derivatives: a modular approach to di-, tri- and tetra(2-thienyl)pyridines.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20111010

• π-Conjugation of two nitronyl nitroxides-attached diarylethenes.

  The journal of physical chemistry. B 20110512

• Dimethyl 2,5-bis-(5-hexyl-thio-phen-2-yl)benzene-1,4-dioate.

  Acta crystallographica. Section E, Structure reports online 20110501

• 9-Ethyl-3,6-bis-(5-iodo-2-thien-yl)-9H-carbazole.

  Acta crystallographica. Section E, Structure reports online 20100301

• Inhibitors of bacterial N-succinyl-L,L-diaminopimelic acid desuccinylase (DapE) and demonstration of in vitro antimicrobial activity.

  Bioorganic & medicinal chemistry letters 20091115

• Synthesis and evaluation of 3-(dihydroxyboryl)benzoic acids as D,D-carboxypeptidase R39 inhibitors.

  Journal of medicinal chemistry 20091008

• Palladium-catalyzed tandem reaction of yne-propargylic carbonates with boronic acids: a simple method for the synthesis of fused aromatic rings through allene-mediated electrocyclization.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20041025