4,4,5,5-Tetramethyl-2-(4-phenylethynyl)[1,3,2]dioxaborolane

Base Information

• Chemical Name: 4,4,5,5-Tetramethyl-2-(4-phenylethynyl)[1,3,2]dioxaborolane
• CAS No.: 1190376-20-5
• Molecular Formula: C20H21BO2
• Molecular Weight: 304.197
• Hs Code.: 2934999090
• Mol file: 1190376-20-5.mol

Synonyms:4,4,5,5-Tetramethyl-2-(4-phenylethynyl)[1,3,2]dioxaborolane;4,4,5,5-Tetramethyl-2-(4-phenylethynyl-phenyl)-[1,3,2]dioxaborolane

Chemical Property of 4,4,5,5-Tetramethyl-2-(4-phenylethynyl)[1,3,2]dioxaborolane

Chemical Property:

• Melting Point: 96-100°C
• Boiling Point: 428.7±28.0 °C(Predicted)
• PSA: 18.46000
• Density: 1.08±0.1 g/cm3(Predicted)
• LogP: 3.38560

Purity/Quality:

97% ^*data from raw suppliers

4,4,5,5-Tetramethyl-2-(4-phenylethynylphenyl)-[1,3,2]dioxaborolane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4,4,5,5-Tetramethyl-2-(4-phenylethynyl)[1,3,2]dioxaborolane

There total 7 articles about 4,4,5,5-Tetramethyl-2-(4-phenylethynyl)[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: 98.0%

phenylacetylene (536-74-3) + p-bromophenylboronic acid pinacol ester (68716-49-4) → 4,4,5,5-tetramethyl-2-[4-(2-phenylethynyl)phenyl]-1,3,2-dioxaborolane (1190376-20-5)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; at 80 ℃; for 22h; Inert atmosphere; Schlenk technique;

DOI:10.1002/chem.201904927

Reference yield: 88.0%

phenylacetylene (536-74-3) + 2-(4-iodophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (73852-88-7) → 4,4,5,5-tetramethyl-2-[4-(2-phenylethynyl)phenyl]-1,3,2-dioxaborolane (1190376-20-5)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In tetrahydrofuran; Inert atmosphere; Reflux;

DOI:10.1246/cl.2011.970

Reference yield: 81.0%

tris(phenylethynyl)indium + p-bromophenylboronic acid pinacol ester (68716-49-4) → 4,4,5,5-tetramethyl-2-[4-(2-phenylethynyl)phenyl]-1,3,2-dioxaborolane (1190376-20-5)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; at 80 ℃; for 16h; Inert atmosphere;

DOI:10.1021/acs.joc.1c01978

upstream raw materials:

phenylacetylene

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

3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetylene

iodobenzene

Downstream raw materials:

1-methyl-2-[4-(phenylethynyl)phenyl]-1H-imidazole-4,5-dicarbonitrile

methyl 1,2-diphenyl-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cycloprop-2-enecarboxylate

(Z)-4,4,5,5-tetramethyl-2-(4-styrylphenyl)-1,3,2-dioxaborolane

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

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