1,3,2-Dioxaborolane, 2-(2,2-diphenylethenyl)-4,4,5,5-tetramethyl-

Base Information

• Chemical Name: 1,3,2-Dioxaborolane, 2-(2,2-diphenylethenyl)-4,4,5,5-tetramethyl-
• CAS No.: 83947-50-6
• Molecular Formula: C20H23BO2
• Molecular Weight: 306.212
• DSSTox Substance ID: DTXSID10462791
• Nikkaji Number: J1.880.442E
• Mol file: 83947-50-6.mol

Synonyms:83947-50-6;1,3,2-Dioxaborolane, 2-(2,2-diphenylethenyl)-4,4,5,5-tetramethyl-;2-(2,2-diphenylethenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;SCHEMBL14354035;DTXSID10462791;2-(2,2-Diphenylvinyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property of 1,3,2-Dioxaborolane, 2-(2,2-diphenylethenyl)-4,4,5,5-tetramethyl-

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 306.1791101
• Heavy Atom Count: 23
• Complexity: 393

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C=C(C2=CC=CC=C2)C3=CC=CC=C3

Technology Process of 1,3,2-Dioxaborolane, 2-(2,2-diphenylethenyl)-4,4,5,5-tetramethyl-

There total 25 articles about 1,3,2-Dioxaborolane, 2-(2,2-diphenylethenyl)-4,4,5,5-tetramethyl- 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: 100.0%

1,1-Diphenylethylene (530-48-3) + bis(pinacol)diborane (73183-34-3) → 2-(2,2-diphenylvinyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (83947-50-6)

Guidance literature:

With (CH₃Si(C₆H₄P(C₆H₃(CF₃)2)2)2)Pd(SO₃CF₃); triethylaluminum; In toluene; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1246/bcsj.20130004

Reference yield: 97.0%

1-bromo-2,2-diphenylethylene (13249-58-6) + 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (61676-62-8) → 2-(2,2-diphenylvinyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (83947-50-6)

Guidance literature:

1-bromo-2,2-diphenylethylene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 10h;

DOI:10.1002/chem.201605598

Reference yield: 89.0%

bromobenzene (108-86-1,52753-63-6) + pinacol vinylboronate (75927-49-0) → 2-(2,2-diphenylvinyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (83947-50-6)

Guidance literature:

With diisopropylamine; bis(tri-tert-butylphosphine)palladium⁽⁰⁾; In toluene; at 80 ℃; for 24h;

DOI:10.1021/ol048217b

upstream raw materials:

1,1-Diphenylethylene

bis(pinacol)diborane

bromobenzene

pinacol vinylboronate

Downstream raw materials:

1,1-Diphenyl-4-(trimethylsilyl)-1-buten

2-(4-(2,2-Diphenylvinyl)phenyl)triphenylene