4-((4-((triMethylsilyl)ethynyl)phenyl) ethynyl)benzenaMine

Base Information

• Chemical Name: 4-((4-((triMethylsilyl)ethynyl)phenyl) ethynyl)benzenaMine
• CAS No.: 176977-39-2
• Molecular Formula: C19H19NSi
• Molecular Weight: 289.452
• Mol file: 176977-39-2.mol

Synonyms:4-(4-trimethylsilanylethynylphenylethynyl)phenylamine;Benzenamine,4-[[4-[(trimethylsilyl)ethynyl]phenyl]ethynyl];1-trimethylsilylethynyl-4-((4-aminophenyl)-ethynyl)benzene;4-{[4-(trimethylsilylethynyl)phenyl]ethynyl}aniline;

Chemical Property of 4-((4-((triMethylsilyl)ethynyl)phenyl) ethynyl)benzenaMine

Chemical Property:

• PSA: 26.02000
• LogP: 4.47870
• Storage Temp.: 2-8°C

Purity/Quality:

98% ^*data from raw suppliers

4-((4-((Trimethylsilyl)ethynyl)-phenyl)ethynyl)aniline 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-((4-((triMethylsilyl)ethynyl)phenyl) ethynyl)benzenaMine

There total 10 articles about 4-((4-((triMethylsilyl)ethynyl)phenyl) ethynyl)benzenaMine 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: 97.0%

4-Ethynylaniline (14235-81-5) + 1-iodo-4-(trimethylsilylethynyl)benzene (134856-58-9) → 1-trimethylsilylethynyl-4-((4-aminophenyl)-ethynyl)benzene (176977-39-2)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In diethylamine; for 20h; Ambient temperature;

DOI:10.1016/S0040-4020(97)00451-1

Reference yield: 55.0%

4-Ethynylaniline (14235-81-5) + (4-bromophenyl)(trimethylsilyl)acetylene (16116-78-2) → 1-trimethylsilylethynyl-4-((4-aminophenyl)-ethynyl)benzene (176977-39-2)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; Inert atmosphere; Reflux;

DOI:10.1002/chem.201001181

Reference yield:

4-trimethylsilylethynyl aniline (75867-39-9) → 1-trimethylsilylethynyl-4-((4-aminophenyl)-ethynyl)benzene (176977-39-2)

Guidance literature:

Multi-step reaction with 2 steps

1: KOH / methanol; tetrahydrofuran / 4 h / 25 °C

2: Pd(PPh₃)2Cl₂; Et₂NH; CuI / tetrahydrofuran / 24 h / 25 °C

With bis-triphenylphosphine-palladium(II) chloride; potassium hydroxide; copper(l) iodide; diethylamine; In tetrahydrofuran; methanol; 2: Sonogashira coupling reaction;

DOI:10.1002/ejoc.200600103

upstream raw materials:

4-Ethynylaniline

1-iodo-4-(trimethylsilylethynyl)benzene

(4-bromophenyl)(trimethylsilyl)acetylene

1,4-bromoiodobenzene

Downstream raw materials:

4-[4-(4-ethynyl-phenylethynyl)-phenylethynyl]-phenylamine

4-((4-((4-((trimethylsilyl)ethynyl)phenyl)ethynyl)phenyl)ethynyl)aniline

C₄₆H₄₆Si₂

4-({4-[(4-iodophenyl)ethynyl]phenyl}ethynyl)aniline

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