CAS 6165-68-0 2-Thiopheneboronic Acid, (contains varying amounts of Anhydride)

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2-Thiopheneboronic Acid, (contains varying amounts of Anhydride)

PRICE INQUIRY

Catalog Number

ACM6165680-3

CAS Number

6165-68-0

Product Name

2-Thiopheneboronic Acid, (contains varying amounts of Anhydride)

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, presented as a white to light yellow crystalline powder, serves multiple purposes in organic synthesis. It is primarily used as a reagent in palladium-catalyzed Suzuki-Miyaura cross-coupling reactions, facilitating the formation of carbon-carbon bonds. Its versatility extends to alkylation, boration, and coupling reactions, including halogenation of fluorenyl bromide. Additionally, it plays a role as a chain-growth catalyst in the transfer polycondensation of conjugated alternating copolymers and is utilized in ferric perchlorate-promoted reactions to produce fullerenyl boronic esters.

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