2,6-Bis(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)benzo[1,2-b:4,5-b']dithiophene

Base Information

• Chemical Name: 2,6-Bis(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)benzo[1,2-b:4,5-b']dithiophene
• CAS No.: 861398-06-3
• Molecular Formula: C₂₂H₂₈B₂O₄S₂
• Molecular Weight: 442.216
• Mol file: 861398-06-3.mol

Synonyms:2,6-Bis(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)benzo[1,2-b:4,5-b']dithiophene

Chemical Property of 2,6-Bis(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)benzo[1,2-b:4,5-b']dithiophene

Chemical Property:

• Boiling Point: 574.8±45.0 °C(Predicted)
• PSA: 93.40000
• Density: 1.21±0.1 g/cm3(Predicted)
• LogP: 4.71440

Purity/Quality:

97% ^*data from raw suppliers

2,6-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[1,2-b:4,5-b']dithiophene >97.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 2,6-Bis(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)benzo[1,2-b:4,5-b']dithiophene

There total 2 articles about 2,6-Bis(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)benzo[1,2-b:4,5-b']dithiophene 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: 99.0%

benzo[1,2-b:4,5-b']dithiophene (267-65-2) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 2,6-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-benzo[1,2-b:4,5-b′]dithiophene (861398-06-3)

Guidance literature:

With iridium-bipyridine periodic mesoporous organosilica; In cyclohexane; at 80 ℃; for 12h; regioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1039/c5dt00239g

Reference yield: 98.0%

benzo[1,2-b:4,5-b']dithiophene (267-65-2) + bis(pinacol)diborane (73183-34-3) → 2,6-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-benzo[1,2-b:4,5-b′]dithiophene (861398-06-3)

Guidance literature:

bis(pinacol)diborane; With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine; In cyclohexane; at 20 ℃; for 0.166667h; Inert atmosphere; Schlenk technique;

benzo[1,2-b:4,5-b']dithiophene; In cyclohexene; at 80 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.joc.8b00483

Reference yield: 96.0%

2,6-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-benzo[1,2-b:4,5-b′]dithiophene (861398-06-3) → 2,6-dibromobenzo[1,2-b:4,5-b′]dithiophene (909280-97-3)

Guidance literature:

With copper(ll) bromide; In 1-methyl-pyrrolidin-2-one; methanol; water; for 24h; Inert atmosphere; Schlenk technique; Reflux;

DOI:10.1021/acs.joc.8b00483

upstream raw materials:

benzo[1,2-b:4,5-b']dithiophene

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

bis(pinacol)diborane

Downstream raw materials:

2,6-dibromobenzo[1,2-b:4,5-b′]dithiophene

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