3-Methoxythiophene-2-boronic acid pinacol ester

Base Information

• Chemical Name: 3-Methoxythiophene-2-boronic acid pinacol ester
• CAS No.: 1310384-98-5
• Molecular Formula: C11H17BO3S
• Molecular Weight: 240.13
• Mol file: 1310384-98-5.mol

Synonyms:3-Methoxythiophene-2-boronic acid pinacol ester;4,4,5,5-Tetramethyl-2-(3-methoxy-2-thienyl)-1,3,2-dioxaborolane

Chemical Property of 3-Methoxythiophene-2-boronic acid pinacol ester

Chemical Property:

• Melting Point: 124-128°C
• Boiling Point: 333.1±27.0 °C(Predicted)
• PSA: 55.93000
• Density: 1.10±0.1 g/cm3(Predicted)
• LogP: 2.05590

Purity/Quality:

99%, ^*data from raw suppliers

3-Methoxythiophene-2-boronic acid pinacol ester 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3-Methoxythiophene-2-boronic acid pinacol ester can be used:As an intermediate in the synthesis of benzothiadiazole derivatives, which are used as building blocks in the preparation of organic semiconductors.As a starting material in the synthesis of imidazo[1,2-a]pyridine derivatives exhibiting bright excited-state intramolecular proton transfer (ESIPT) luminescence property in solid-state.As a starting material in the preparation of polycyclic aromatic triptycenes.

Technology Process of 3-Methoxythiophene-2-boronic acid pinacol ester

There total 2 articles about 3-Methoxythiophene-2-boronic acid pinacol ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 43.0%

3-methoxy-thiophene (17573-92-1) + 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (61676-62-8) → 3-methoxythiophene-2-boronic acid pinacol ester (1310384-98-5)

Guidance literature:

3-methoxy-thiophene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In tetrahydrofuran; at 20 ℃; for 3h; Inert atmosphere;

Reference yield:

3-methoxy-thiophene (17573-92-1) + bis(pinacol)diborane (73183-34-3) → 3-methoxythiophene-2-boronic acid pinacol ester (1310384-98-5) + C17H28B2O5S + C11H17BO3S

Guidance literature:

bis(pinacol)diborane; With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine; In tetrahydrofuran; Inert atmosphere; Glovebox;

3-methoxy-thiophene; In tetrahydrofuran; at 65 ℃; for 24h; regioselective reaction; Sealed tube; Inert atmosphere;

DOI:10.1002/anie.201916015

upstream raw materials:

3-methoxy-thiophene

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

bis(pinacol)diborane

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