CAS 6165-68-0 2-Thiopheneboronic Acid - Materials / Alfa Chemistry

NAVIGATION

2-Thiopheneboronic Acid

PRICE INQUIRY

Catalog Number

ACM6165680-2

CAS Number

6165-68-0

Product Name

2-Thiopheneboronic Acid

Structure

Category

Electroluminescence Materials

IUPAC Name

thiophen-2-ylboronic acid

Molecular Weight

127.96g/mol

Molecular Formula

C4H5BO2S

Canonical SMILES

B(C1=CC=CS1)(O)O

InChI

InChI=1S/C4H5BO2S/c6-5(7)4-2-1-3-8-4/h1-3,6-7H

InChI Key

ARYHTUPFQTUBBG-UHFFFAOYSA-N

Application

2-Thiopheneboronic Acid is a versatile reagent, appearing as a white to light yellow crystal powder, used for a range of chemical reactions. It plays a critical role in Palladium-catalyzed Suzuki-Miyaura cross-couplings, providing a bridge for the synthesis of complex organic compounds. This compound is also involved in alkylation, boration, coupling reactions, and specifically in the Suzuki coupling and halogenation of fluorenyl bromide. In addition to these reactions, 2-Thiopheneboronic Acid facilitates chain-growth catalyst transfer polycondensation, crucial for creating conjugated alternating copolymers. It also finds use in Ferric perchlorate-promoted reactions with fullerene, yielding fullerenyl boronic esters, thus demonstrating its broad utility in organic synthesis.

Complexity

78.4

Covalently-Bonded Unit Count

EC Number

612-186-6

Exact Mass

128.010331g/mol

Formal Charge

Heavy Atom Count

Monoisotopic Mass

128.010331g/mol

Rotatable Bond Count