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

Base Information

• Chemical Name: 2-(4-Chlorothiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 1040281-84-2
• Molecular Formula: C10H14BClO2S
• Molecular Weight: 244.55
• Hs Code.: 2934999090
• Mol file: 1040281-84-2.mol

Synonyms:2-(4-Chlorothiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;4-Chlorothiophen-2-boronic acid, pinacol ester

Chemical Property of 2-(4-Chlorothiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property:

• PSA: 46.70000
• LogP: 2.70070
• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

97% ^*data from raw suppliers

4-Chlorothiophen-2-boronicacid,pinacolester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(4-Chlorothiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 3 articles about 2-(4-Chlorothiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 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: 16.0%

3-chlorothiophene (17249-80-8) + bis(pinacol)diborane (73183-34-3) → 2-(4-chlorothiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1040281-84-2) + C10H14BClO2S (1040281-97-7) + C16H25B2ClO4S (942070-14-6)

Guidance literature:

bis(pinacol)diborane; With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine; In tetrahydrofuran; for 0.25h;

3-chlorothiophene; In tetrahydrofuran; at 65 ℃; for 24h; regioselective reaction; Sealed tube;

DOI:10.1002/anie.201916015

Reference yield:

3-chlorothiophene (17249-80-8) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 2-(4-chlorothiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1040281-84-2)

Guidance literature:

With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine; In hexane; at 20 ℃; for 1h;

Reference yield:

3-chlorothiophene (17249-80-8) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 2-(4-chlorothiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1040281-84-2) + C10H14BClO2S (1040281-97-7)

Guidance literature:

With 4,4'-di(tert-butyl)-2,2'-dipyridyl; [Ir(μ₂-OMe)(1,4-cyclooctadiene)]2; In hexane; at 20 ℃; for 1h; Title compound not separated from byproducts.;

DOI:10.1016/j.tet.2008.02.111

upstream raw materials:

3-chlorothiophene

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

bis(pinacol)diborane