2,12-bis(trimethylsilylethynyl)-7-(3,5-di-tert-butylphenyl)dibenz[c,h]acridine

Base Information

• Chemical Name: 2,12-bis(trimethylsilylethynyl)-7-(3,5-di-tert-butylphenyl)dibenz[c,h]acridine
• CAS No.: 921601-11-8
• Molecular Formula: C₄₅H₄₉NSi₂
• Molecular Weight: 660.062
• Mol file: 921601-11-8.mol

Synonyms:2,12-bis(trimethylsilylethynyl)-7-(3,5-di-tert-butylphenyl)dibenz[c,h]acridine

Chemical Property of 2,12-bis(trimethylsilylethynyl)-7-(3,5-di-tert-butylphenyl)dibenz[c,h]acridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,12-bis(trimethylsilylethynyl)-7-(3,5-di-tert-butylphenyl)dibenz[c,h]acridine

There total 2 articles about 2,12-bis(trimethylsilylethynyl)-7-(3,5-di-tert-butylphenyl)dibenz[c,h]acridine 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: 88.0%

2,12-dibromo-7-(3,5-di-tert-butylphenyl)dibenz[c,h]acridine (921601-17-4) + trimethylsilylacetylene (1066-54-2) → 2,12-bis(trimethylsilylethynyl)-7-(3,5-di-tert-butylphenyl)dibenz[c,h]acridine (921601-11-8)

Guidance literature:

With triethylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; at 80 ℃; for 36h;

DOI:10.1016/j.jorganchem.2006.09.063

Reference yield:

2,12-dibromo-7-(3,5-di-tert-butyl-phenyl)-5,6,8,9-tetrahydrodibenzo[c,h]acridine → 2,12-bis(trimethylsilylethynyl)-7-(3,5-di-tert-butylphenyl)dibenz[c,h]acridine (921601-11-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / dioxane / 24 h / Heating

2: 88 percent / triethylamine / tetrakis(triphenylphosphine)palladium; copper(I) iodide / 36 h / 80 °C

With triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; 2: Sonogashira coupling;

DOI:10.1016/j.jorganchem.2006.09.063

Reference yield: 96.0%

2,12-bis(trimethylsilylethynyl)-7-(3,5-di-tert-butylphenyl)dibenz[c,h]acridine (921601-11-8) → 2,12-diethynyl-[7-(3,5-di-tert-butylphenyl)-dibenzo[c,h]acridine] (921601-20-9)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; methanol;

DOI:10.1016/j.jorganchem.2006.09.063

upstream raw materials:

2,12-dibromo-7-(3,5-di-tert-butylphenyl)dibenz[c,h]acridine

trimethylsilylacetylene

Downstream raw materials:

2,12-diethynyl-[7-(3,5-di-tert-butylphenyl)-dibenzo[c,h]acridine]

2,12-bis[3-(4,4-dimethyloxazolin-2-yl)-4-hydroxyphenylethynyl]-[7-(3,5-di-tert-butylphenyl)dibenzo[c,h]acridine]