2-(3-Isopropylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

• Chemical Name: 2-(3-Isopropylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 325142-89-0
• Molecular Formula: C₁₅H₂₃BO₂
• Molecular Weight: 246.157
• Hs Code.: 2934999090
• Mol file: 325142-89-0.mol

Synonyms:2-(3-Isopropylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;3-Isopropylphenylboronic acid, pinacol ester

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

Chemical Property:

• Boiling Point: 326.0±21.0 °C(Predicted)
• PSA: 18.46000
• Density: 0.96±0.1 g/cm3(Predicted)
• LogP: 3.10920
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

3-Isopropylphenylboronicacid,pinacolester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

There total 8 articles about 2-(3-Isopropylphenyl)-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: 63.0%

1-bromo-3-isopropylbenzene (5433-01-2) + bis(pinacol)diborane (73183-34-3) → 2-(3-isopropylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (325142-89-0)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; triethylamine; In acetonitrile; at 80 ℃; Inert atmosphere; Schlenk technique;

DOI:10.1002/chem.201203005

Reference yield: 50.0%

C14H15NO + bis(pinacol)diborane (73183-34-3) → 2-(3-isopropylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (325142-89-0)

Guidance literature:

With potassium tert-butylate; iron(II) acetate; In toluene; at 120 ℃; for 12h; Schlenk technique; Glovebox;

DOI:10.1021/acs.orglett.0c00679

Reference yield: 4.0%

Isopropylbenzene (98-82-8) + bis(pinacol)diborane (73183-34-3) → C21H34B2O4 + 4,4,5,5-tetramethyl-2-[4-(propan-2-yl)phenyl]-1,3,2-dioxaborolane (325142-91-4) + 2-(3-isopropylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (325142-89-0)

Guidance literature:

With (6,6’-dimethoxy-[1,1 ‘-biphenyl]-2,2’-diyl)bis(bis(3 ,5-dimethyl-phenyl)phosphine); [(1,5-cyclooctadiene)(OH)iridium(I)]2; In hexane; at 85 ℃; for 20h; Overall yield = 82 %; regioselective reaction; Inert atmosphere; Glovebox; Sealed tube;

DOI:10.1021/jacs.5b02052

upstream raw materials:

Isopropylbenzene

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

1-bromo-3-isopropylbenzene

bis(pinacol)diborane

Downstream raw materials:

3''-benzyl-2'-isobutyl-3-isopropyl[1,1':4',1'']terphenyl

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