2-(9,9-Diphenyl-9H-fluoren-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

• Chemical Name: 2-(9,9-Diphenyl-9H-fluoren-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 462128-39-8
• Molecular Formula: C31H29BO2
• Molecular Weight: 444.381
• European Community (EC) Number: 815-533-1
• Nikkaji Number: J1.850.154F
• Mol file: 462128-39-8.mol

Synonyms:462128-39-8;2-(9,9-Diphenyl-9H-fluoren-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;9,9-Diphenylfluorene-2-boronic acid pinacol ester;(9,9-Diphenyl-9H-fluoren-2-yl)boronic Acid Pinacol Ester;2-(9,9-diphenylfluoren-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-9,9-diphenylfluorene;SCHEMBL2618788;MFCD29089356;AKOS027460627;DS-19127;CS-0154954;D5009;F15314;A912637;9,9-Diphenyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-fluorene

Chemical Property of 2-(9,9-Diphenyl-9H-fluoren-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property:

• Melting Point: 198.0 to 202.0 °C
• Boiling Point: 556.2±29.0 °C(Predicted)
• PSA: 18.46000
• Density: 1.17±0.1 g/cm3(Predicted)
• LogP: 6.34890
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 444.2260603
• Heavy Atom Count: 34
• Complexity: 685

Purity/Quality:

98% ^*data from raw suppliers

2-(9,9-Diphenyl-9H-fluoren-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC3=C(C=C2)C4=CC=CC=C4C3(C5=CC=CC=C5)C6=CC=CC=C6

Technology Process of 2-(9,9-Diphenyl-9H-fluoren-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 3 articles about 2-(9,9-Diphenyl-9H-fluoren-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: 91.0%

bis(pinacol)diborane (73183-34-3) + 2-bromo-9,9-diphenyl-9H-fluorene (474918-32-6) → 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9,9-diphenyl-9H-fluorene (462128-39-8)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In N,N-dimethyl-formamide; Reflux;

Reference yield: 82.0%

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (61676-62-8) + 2-bromo-9,9-diphenyl-9H-fluorene (474918-32-6) → 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9,9-diphenyl-9H-fluorene (462128-39-8)

Guidance literature:

2-bromo-9,9-diphenyl-9H-fluorene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In tetrahydrofuran; hexane; at -78 ℃; for 2h; Further stages.;

DOI:10.1021/ol027001b

Reference yield: 79.0%

→ 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9,9-diphenyl-9H-fluorene (462128-39-8)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium acetate; XPhos; In 1,4-dioxane; at 40 ℃; for 16h; Inert atmosphere;

upstream raw materials:

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

2-bromo-9,9-diphenyl-9H-fluorene

bis(pinacol)diborane

Downstream raw materials:

C₃₁H₂₁N

Refernces

• 1、 -. "Organic compound and electronic element and electronic device comprising same". Paragraph 0113; 0180-0184; 0187. . Retrieved 2021/11/26.
• 2、 -. "Compound, organic light emitting diode, and display device". Paragraph 0095; 0099-0102; 0113; 0116; 0120; 0123. . Retrieved 2020/10/14.