Benzenamine, N,N-dibutyl-4-[(trimethylsilyl)ethynyl]-

Base Information

• Chemical Name: Benzenamine, N,N-dibutyl-4-[(trimethylsilyl)ethynyl]-
• CAS No.: 667865-53-4
• Molecular Formula: C19H31NSi
• Molecular Weight: 301.547
• DSSTox Substance ID: DTXSID40477176
• Nikkaji Number: J2.840.423I
• Wikidata: Q82309456
• Mol file: 667865-53-4.mol

Synonyms:Benzenamine, N,N-dibutyl-4-[(trimethylsilyl)ethynyl]-;667865-53-4;4-Trimethysilylethynyl-N,N-dibutylaniline;SCHEMBL560110;DTXSID40477176;WMKJYNKENIUAFJ-UHFFFAOYSA-N

Chemical Property of Benzenamine, N,N-dibutyl-4-[(trimethylsilyl)ethynyl]-

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 9
• Exact Mass: 301.222576528
• Heavy Atom Count: 21
• Complexity: 328

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCN(CCCC)C1=CC=C(C=C1)C#C[Si](C)(C)C

Technology Process of Benzenamine, N,N-dibutyl-4-[(trimethylsilyl)ethynyl]-

There total 2 articles about Benzenamine, N,N-dibutyl-4-[(trimethylsilyl)ethynyl]- 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%

N,N-dibutyl-4-iodo-1-aniline (90133-93-0) + trimethylsilylacetylene (1066-54-2) → N,N-dibutyl-4-[(trimethylsilyl)ethynyl]aniline (667865-53-4)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2010.03.092

Reference yield:

p-aminoiodobenzene (540-37-4) → N,N-dibutyl-4-[(trimethylsilyl)ethynyl]aniline (667865-53-4)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 100 °C

2: bis-triphenylphosphine-palladium(II) chloride; triethylamine; copper(l) iodide / tetrahydrofuran / 12 h / 40 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; potassium carbonate; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/j.dyepig.2015.11.003

Reference yield: 100.0%

N,N-dibutyl-4-[(trimethylsilyl)ethynyl]aniline (667865-53-4) → (4-di-n-butylamino)phenylacetylene (41876-68-0)

Guidance literature:

With potassium hydroxide; In methanol; water; at 40 ℃; for 0.5h;

upstream raw materials:

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

trimethylsilylacetylene

p-aminoiodobenzene

Downstream raw materials:

(4-di-n-butylamino)phenylacetylene

1,3-dibromo-4,6-bis[(4-(N,N-dibutylamino)phenyl)ethynyl]benzene

1,4-dibromo-2,5-bis[(4-(N,N-dibutylamino)phenyl)ethynyl]benzene

1,2-dibromo-4,5-bis[(4-(N,N-dibutylamino)phenyl)ethynyl]benzene