2-(4-(phenylethynyl)phenylethynyl)-5-trimethylsilanylethynylbenzonitrile

Base Information

• Chemical Name: 2-(4-(phenylethynyl)phenylethynyl)-5-trimethylsilanylethynylbenzonitrile
• CAS No.: 518342-77-3
• Molecular Formula: C₂₈H₂₁NSi
• Molecular Weight: 399.567
• Mol file: 518342-77-3.mol

Synonyms:2-(4-(phenylethynyl)phenylethynyl)-5-trimethylsilanylethynylbenzonitrile

Chemical Property of 2-(4-(phenylethynyl)phenylethynyl)-5-trimethylsilanylethynylbenzonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(4-(phenylethynyl)phenylethynyl)-5-trimethylsilanylethynylbenzonitrile

There total 7 articles about 2-(4-(phenylethynyl)phenylethynyl)-5-trimethylsilanylethynylbenzonitrile 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: 84.0%

4-ethynyltolane (92866-00-7) + 2-iodo-5-(trimethylsilanylethynyl)benzonitrile (518342-65-9) → 2-(4-(phenylethynyl)phenylethynyl)-5-trimethylsilanylethynylbenzonitrile (518342-77-3)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20 ℃; for 24h;

DOI:10.1016/S0040-4020(02)01409-6

Reference yield:

4-trimethylsilylethynyl aniline (75867-39-9) → 2-(4-(phenylethynyl)phenylethynyl)-5-trimethylsilanylethynylbenzonitrile (518342-77-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: BF₃*Et₂O; t-BuONO / diethyl ether / 0.5 h / -20 - 5 °C

1.2: 13.2 g / NaI; I₂ / acetonitrile / 1 h / 20 °C

With tert.-butylnitrite; boron trifluoride diethyl etherate; In diethyl ether;

DOI:10.1016/S0040-4020(02)01409-6

Reference yield:

p-aminoiodobenzene (540-37-4) → 2-(4-(phenylethynyl)phenylethynyl)-5-trimethylsilanylethynylbenzonitrile (518342-77-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: Pd(PPh₃)2Cl₂; CuI; triethylamine / 20 °C

2.1: BF₃*Et₂O; t-BuONO / diethyl ether / 0.5 h / -20 - 5 °C

2.2: 13.2 g / NaI; I₂ / acetonitrile / 1 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tert.-butylnitrite; boron trifluoride diethyl etherate; triethylamine; In diethyl ether; 1.1: Sonogashira coupling;

DOI:10.1016/S0040-4020(02)01409-6

upstream raw materials:

4-ethynyltolane

2-iodo-5-(trimethylsilanylethynyl)benzonitrile

1-iodo-4-(trimethylsilylethynyl)benzene

4-trimethylsilylethynyl aniline