9,9-Spirodifluorene-2-Boronic acid pinacol ester

Base Information

• Chemical Name: 9,9-Spirodifluorene-2-Boronic acid pinacol ester
• CAS No.: 884336-44-1
• Molecular Formula: C₃₁H₂₇BO₂
• Molecular Weight: 442.365
• Mol file: 884336-44-1.mol

Synonyms:9,9-Spirodifluorene-2-Boronic acid pinacol ester;2-(9,9'-Spirobi[fluoren]-7-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;9,9'-Spirobi[9H-fluoren]-2-ylboronic acid pinacol ester

Chemical Property of 9,9-Spirodifluorene-2-Boronic acid pinacol ester

Chemical Property:

• Melting Point: 248.0 to 252.0 °C
• Boiling Point: 585.6±29.0 °C(Predicted)
• PSA: 18.46000
• Density: 1.23±0.1 g/cm3(Predicted)
• LogP: 6.32930
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99%, ^*data from raw suppliers

2-(9,9'-Spirobi[fluoren]-7-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane >98.0%(HPLC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 9,9-Spirodifluorene-2-Boronic acid pinacol ester

There total 8 articles about 9,9-Spirodifluorene-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: 95.0%

2-bromo-9,9'-spirobifluorene (171408-76-7) + bis(pinacol)diborane (73183-34-3) → 2-(9,9′-spirobi[fluoren]-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (884336-44-1)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 90 ℃; for 48h; Inert atmosphere;

DOI:10.1039/c4tc00456f

Reference yield: 87.0%

→ 2-(9,9′-spirobi[fluoren]-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (884336-44-1)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium carbonate; In toluene; for 16h; Reflux;

Reference yield: 73.0%

(9,9'-spirobifluorene-2-yl)trifluoromethanesulfonate (1186096-14-9) + bis(pinacol)diborane (73183-34-3) → 2-(9,9′-spirobi[fluoren]-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (884336-44-1)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane; for 60h; Reflux; Schlenk technique; Inert atmosphere;

DOI:10.1002/cplu.201700105

upstream raw materials:

2-bromo-9,9'-spirobifluorene

bis(pinacol)diborane

2-Bromobiphenyl

2-bromofluoren-9-one

Downstream raw materials:

4-(9,9'-spirobifluorene-2-yl)phenyltriphenylsilane

C₆₁H₄₀BrNSi

C₆₁H₄₁NSi

C₄₉H₃₃BrSi