Benzenamine, 4,4'-[[4,6-bis[[tris(1-methylethyl)silyl]ethynyl]-1,3-phenylene]di-2,1-ethyne diyl]bis[N,N-dibutyl-

Base Information

• Chemical Name: Benzenamine, 4,4'-[[4,6-bis[[tris(1-methylethyl)silyl]ethynyl]-1,3-phenylene]di-2,1-ethyne diyl]bis[N,N-dibutyl-
• CAS No.: 834856-05-2
• Molecular Formula: C60H88N2Si2
• Molecular Weight: 893.52500
• Mol file: 834856-05-2.mol

Synonyms:

Chemical Property of Benzenamine, 4,4'-[[4,6-bis[[tris(1-methylethyl)silyl]ethynyl]-1,3-phenylene]di-2,1-ethyne diyl]bis[N,N-dibutyl-

Chemical Property:

• PSA: 6.48000
• LogP: 16.43840

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzenamine, 4,4'-[[4,6-bis[[tris(1-methylethyl)silyl]ethynyl]-1,3-phenylene]di-2,1-ethyne diyl]bis[N,N-dibutyl-

There total 5 articles about Benzenamine, 4,4'-[[4,6-bis[[tris(1-methylethyl)silyl]ethynyl]-1,3-phenylene]di-2,1-ethyne diyl]bis[N,N-dibutyl- 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:

N,N-dibutyl-4-iodo-1-aniline (90133-93-0) + 1,5-diethynyl-2,4-bis-[(triisopropylsilanyl)-ethynyl]-benzene → 2,4-bis[(4'-N,N-dibutylaminophenyl)ethynyl]-1,5-bis[(triisopropylsilyl)ethynyl]benzene (834856-05-2)

Guidance literature:

With copper(l) iodide; diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; at 20 ℃; for 12h;

DOI:10.1055/s-2003-43372

Reference yield:

1,5-dibromo-2,4-diiodobenzene (96843-23-1) → 2,4-bis[(4'-N,N-dibutylaminophenyl)ethynyl]-1,5-bis[(triisopropylsilyl)ethynyl]benzene (834856-05-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 82 percent / Pd(PPh₃)4; CuI; iPr₂NH / tetrahydrofuran / 12 h / 20 °C

2: 99 percent / Pd(PPh₃)4; CuI; iPr₂NH / tetrahydrofuran / 12 h / 50 °C

3: K₂CO₃ / tetrahydrofuran; methanol / 20 °C

4: 247 mg / Pd(PPh₃)4; CuI; iPr₂NH / tetrahydrofuran / 12 h / 20 °C

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; diisopropylamine; In tetrahydrofuran; methanol; 1: Sonogashira cross-coupling / 2: Sonogashira cross-coupling / 4: Sonogashira cross-coupling;

DOI:10.1021/ja044175a

Reference yield:

tris-iso-propylsilyl acetylene (89343-06-6) → 2,4-bis[(4'-N,N-dibutylaminophenyl)ethynyl]-1,5-bis[(triisopropylsilyl)ethynyl]benzene (834856-05-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 99 percent / Pd(PPh₃)4; CuI; iPr₂NH / tetrahydrofuran / 12 h / 50 °C

2: K₂CO₃ / tetrahydrofuran; methanol / 20 °C

3: 247 mg / Pd(PPh₃)4; CuI; iPr₂NH / tetrahydrofuran / 12 h / 20 °C

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; diisopropylamine; In tetrahydrofuran; methanol; 1: Sonogashira cross-coupling / 3: Sonogashira cross-coupling;

DOI:10.1021/ja044175a

upstream raw materials:

N,N-dibutyl-4-iodo-1-aniline

tris-iso-propylsilyl acetylene

1,5-dibromo-2,4-diiodobenzene

2,4-dibromo-1,5-bis[(trimethylsilyl)ethynyl]benzene