4,4,5,5-Tetramethyl-2-(4-vinylphenyl)-1,3,2-dioxaborolane

Base Information

• Chemical Name: 4,4,5,5-Tetramethyl-2-(4-vinylphenyl)-1,3,2-dioxaborolane
• CAS No.: 870004-04-9
• Molecular Formula: C14H19BO2
• Molecular Weight: 230.115
• Hs Code.: 2931900090
• Mol file: 870004-04-9.mol

Synonyms:4-ethenyl-benzenamin;para amino vinyl benzene;4-Ethenylaniline;P-VINYLANILINE;p-amino-styrene;4-vinylphenylpinacol-boronic ester;4-vinylaniline;4-aminosrtyrene;aminostyrene;Styrene-4-amine;4-Aminostryene;4-vinylphenylamine;4-BpinC6H4CH=CH2;

Chemical Property of 4,4,5,5-Tetramethyl-2-(4-vinylphenyl)-1,3,2-dioxaborolane

Chemical Property:

• Boiling Point: 323.5±21.0 °C(Predicted)
• PSA: 18.46000
• Density: 0.98±0.1 g/cm3(Predicted)
• LogP: 2.62880
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

97% ^*data from raw suppliers

2-(4-ethenylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4,4,5,5-Tetramethyl-2-(4-vinylphenyl)-1,3,2-dioxaborolane

There total 14 articles about 4,4,5,5-Tetramethyl-2-(4-vinylphenyl)-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: 100.0%

2,3-dimethyl-2,3-butane diol (76-09-5) + 4-Vinylphenylboronic acid (2156-04-9,593231-72-2) → 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)styrene (870004-04-9)

Guidance literature:

With magnesium sulfate; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1016/j.tetlet.2012.12.081

Reference yield: 93.0%

1-bromo-4-ethenyl-benzene (2039-82-9) + 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (61676-62-8) → 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)styrene (870004-04-9)

Guidance literature:

1-bromo-4-ethenyl-benzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1.5h;

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 3.5h;

DOI:10.1002/cplu.201700356

Reference yield: 81.0%

trivinylindium + p-bromophenylboronic acid pinacol ester (68716-49-4) → 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)styrene (870004-04-9)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; at 75 ℃; for 36h; Inert atmosphere;

DOI:10.1021/acs.joc.1c01978

upstream raw materials:

2,3-dimethyl-2,3-butane diol

2,4,6-tris-(4-vinylphenyl)cyclotriboroxane

4-Vinylphenylboronic acid

diethoxy-(4-vinyl-phenyl)-borane

Downstream raw materials:

(E)-2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)styryl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine

(E)-4,8-di-tert-butyl-2,10-dimethyl-6-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)styryl)-12H-dibenzo[d,g][1,3,2]dioxaborocine

(CH₃)4C₂O₂BCH₂CH₂C₆H₄BO₂C₂(CH₃)4

(E)-2-(2-(4'-methylbiphenyl-4-yl)vinyl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine