3-Methoxythiophene-2-boronic acid pinacol ester

Name: 3-Methoxythiophene-2-boronic acid pinacol ester
SKU: ACM1310384985
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Catalog NumberACM1310384985

CAS Number1310384-98-5

CategorySalt

IUPAC Name

2-(3-methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Molecular Weight

240.13g/mol

Molecular Formula

C11H17BO3S

Canonical SMILES

B1(OC(C(O1)(C)C)(C)C)C2=C(C=CS2)OC

InChI

InChI=1S/C11H17BO3S/c1-10(2)11(3,4)15-12(14-10)9-8(13-5)6-7-16-9/h6-7H,1-5H3

InChI Key

FXKKXDGOIQJEJS-UHFFFAOYSA-N

Application

3-Methoxythiophene-2-boronic acid pinacol ester serves as a versatile precursor in various synthetic processes. It is utilized as an intermediate for producing benzothiadiazole derivatives, essential components in the creation of organic semiconductors. Additionally, it acts as a starting material in the synthesis of imidazo[1,2-a]pyridine derivatives, which are notable for their bright excited-state intramolecular proton transfer (ESIPT) luminescence properties in solid-state applications. Furthermore, this compound is employed in the preparation of polycyclic aromatic triptycenes, showcasing its broad utility in advanced chemical synthesis.

Complexity

254

Covalently-Bonded Unit Count

Exact Mass

240.099146g/mol

Formal Charge

Heavy Atom Count

Monoisotopic Mass

240.099146g/mol

Rotatable Bond Count

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