2-[4-(4-chlorophenyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

• Chemical Name: 2-[4-(4-chlorophenyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 942589-53-9
• Molecular Formula: C₁₈H₂₀BClO₂
• Molecular Weight: 314.62
• Hs Code.: 2931900090
• Mol file: 942589-53-9.mol

Synonyms:2-(4'-chloro-[1,1'-biphenyl]-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property of 2-[4-(4-chlorophenyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property:

• Boiling Point: 419.4±28.0 °C(Predicted)
• Density: 1.14±0.1 g/cm3(Predicted)

Purity/Quality:

97% ^*data from raw suppliers

2-[4-(4-chlorophenyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane ^*data from reagent suppliers

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Technology Process of 2-[4-(4-chlorophenyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 11 articles about 2-[4-(4-chlorophenyl)phenyl]-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: 89.1%

S-ethyl 4-(4′-chlorophenyl)benzothioate + bis(pinacol)diborane (73183-34-3) → 2-(4'-chloro-[1,1'-biphenyl]-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (942589-53-9)

Guidance literature:

With [Rh(OH)(cod)]2; tributylphosphine; potassium acetate; at 80 ℃; for 24h; Inert atmosphere; Glovebox;

DOI:10.1002/anie.201611974

Reference yield: 72.0%

4'-chloro-4-bromo-biphenyl (23055-77-8) + bis(pinacol)diborane (73183-34-3) → 2-(4'-chloro-[1,1'-biphenyl]-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (942589-53-9)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In N,N-dimethyl-formamide; for 10h; Inert atmosphere; Reflux;

Reference yield: 65.0%

1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(trimethylsilyl)benzene (1186026-67-4) + p-chlorobenzenediazonium tetrafluoroborate (673-41-6) → 2-(4'-chloro-[1,1'-biphenyl]-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (942589-53-9)

Guidance literature:

With [bis(trifluoromethanesulfonyl)imidate](triphenylphosphine)gold(I); In acetonitrile; at -78 - 20 ℃; for 8h; chemoselective reaction; Inert atmosphere; Irradiation;

DOI:10.1002/anie.201806427

upstream raw materials:

4-chloro-4'-iodo-1,1'-biphenyl

bis(pinacol)diborane

4'-Chlorobiphenyl-4-carboxylic acid chloride

4'-chlorobiphenyl-4-carboxylic acid

Downstream raw materials:

5,5'-bis(4'-chlorobiphenyl-4-yl)-2,2'-bithiophene

2,5-bis(4'-chlorobiphenyl-4-yl)thiophene

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