{3,5-bis[3-(N,N-dimethyl)amino-5-nitrophenylethynyl]phenylethynyl}trimethylsilane

Base Information

• Chemical Name: {3,5-bis[3-(N,N-dimethyl)amino-5-nitrophenylethynyl]phenylethynyl}trimethylsilane
• CAS No.: 568592-26-7
• Molecular Formula: C₃₁H₃₀N₄O₄Si
• Molecular Weight: 550.689
• Mol file: 568592-26-7.mol

Synonyms:{3,5-bis[3-(N,N-dimethyl)amino-5-nitrophenylethynyl]phenylethynyl}trimethylsilane

Chemical Property of {3,5-bis[3-(N,N-dimethyl)amino-5-nitrophenylethynyl]phenylethynyl}trimethylsilane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {3,5-bis[3-(N,N-dimethyl)amino-5-nitrophenylethynyl]phenylethynyl}trimethylsilane

There total 3 articles about {3,5-bis[3-(N,N-dimethyl)amino-5-nitrophenylethynyl]phenylethynyl}trimethylsilane 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: 76.0%

3',5'-dibromo-2-phenyl-1-(trimethylsilyl)acetylene (135853-29-1) + (3-ethynyl-5-nitrophenyl)dimethylamine (568592-25-6) → {3,5-bis[3-(N,N-dimethyl)amino-5-nitrophenylethynyl]phenylethynyl}trimethylsilane (568592-26-7)

Guidance literature:

With copper(l) iodide; triphenylphosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; triethylamine; In tetrahydrofuran;

DOI:10.1021/jo034169h

Reference yield:

(3-bromo-5-nitrophenyl)dimethylamine (64230-22-4) → {3,5-bis[3-(N,N-dimethyl)amino-5-nitrophenylethynyl]phenylethynyl}trimethylsilane (568592-26-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 89 percent / Pd(PPh₃)2Cl₂; CuI; i-Pr₂NEt / tetrahydrofuran / 50 °C

2: 98 percent / K₂CO₃ / methanol; tetrahydrofuran / 20 °C

3: 76 percent / Pd(dba)2; CuI; PPh₃ / Et₃N / tetrahydrofuran

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; potassium carbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; triethylamine; In tetrahydrofuran; methanol;

DOI:10.1021/jo034169h

Reference yield:

dimethyl-(3-nitro-5-trimethylsilanylethynylphenyl)amine (568592-24-5) → {3,5-bis[3-(N,N-dimethyl)amino-5-nitrophenylethynyl]phenylethynyl}trimethylsilane (568592-26-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / K₂CO₃ / methanol; tetrahydrofuran / 20 °C

2: 76 percent / Pd(dba)2; CuI; PPh₃ / Et₃N / tetrahydrofuran

With copper(l) iodide; potassium carbonate; triphenylphosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; triethylamine; In tetrahydrofuran; methanol;

DOI:10.1021/jo034169h

upstream raw materials:

3',5'-dibromo-2-phenyl-1-(trimethylsilyl)acetylene

(3-ethynyl-5-nitrophenyl)dimethylamine

(3-bromo-5-nitrophenyl)dimethylamine

dimethyl-(3-nitro-5-trimethylsilanylethynylphenyl)amine

Downstream raw materials:

1-ethynyl-3,5-bis[3-(N,N-dimethyl)amino-5-nitrophenylethynyl]-benzene