((4-((4-Ethynylphenyl)ethynyl)phenyl)ethynyl)triisopropylsilane

Base Information

• Chemical Name: ((4-((4-Ethynylphenyl)ethynyl)phenyl)ethynyl)triisopropylsilane
• CAS No.: 176977-37-0
• Molecular Formula: C27H30Si
• Molecular Weight: 382.621
• DSSTox Substance ID: DTXSID70449023
• Nikkaji Number: J1.072.229B
• Wikidata: Q82268310
• Mol file: 176977-37-0.mol

Synonyms:176977-37-0;((4-((4-Ethynylphenyl)ethynyl)phenyl)ethynyl)triisopropylsilane;((4-((4-ETHYNYLPHENYL)ETHYNYL)PHENYL)-ETHYNYL)TRIISOPROPYLSILANE;2-[4-[2-(4-ethynylphenyl)ethynyl]phenyl]ethynyl-tri(propan-2-yl)silane;((4-((4-ethynylphenyl)ethynyl)phenyl) ethynyl)triisopropylsilane;Benzene, 1-[2-(4-ethynylphenyl)ethynyl]-4-[2-[tris(1-methylethyl)silyl]ethynyl]-;DTXSID70449023;XOLMKMLTVIBISI-UHFFFAOYSA-N;AKOS016004348;[4-(4-Ethynylphenyl)ethynylphenyl]ethynyltriisopropylsilane

Chemical Property of ((4-((4-Ethynylphenyl)ethynyl)phenyl)ethynyl)triisopropylsilane

Chemical Property:

• PSA: 0.00000
• LogP: 6.63720
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 8
• Exact Mass: 382.211677491
• Heavy Atom Count: 28
• Complexity: 651

Purity/Quality:

95+% ^*data from raw suppliers

((4-((4-Ethynylphenyl)ethynyl)phenyl)-ethynyl)triisopropylsilane 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)[Si](C#CC1=CC=C(C=C1)C#CC2=CC=C(C=C2)C#C)(C(C)C)C(C)C

Technology Process of ((4-((4-Ethynylphenyl)ethynyl)phenyl)ethynyl)triisopropylsilane

There total 12 articles about ((4-((4-Ethynylphenyl)ethynyl)phenyl)ethynyl)triisopropylsilane 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: 86.0%

{[4-({4-[(triisopropylsilyl)ethynyl]phenyl}ethynyl)phenyl]ethynyl}trimethylsilane (176977-35-8) → [[4-[(4-ethynylphenyl)ethynyl]phenyl]ethynyl]triisopropylsilane (176977-37-0)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; at 20 ℃; for 0.5h;

DOI:10.1021/jo980846+

Reference yield:

1-iodo-4-(trimethylsilylethynyl)benzene (134856-58-9) → [[4-[(4-ethynylphenyl)ethynyl]phenyl]ethynyl]triisopropylsilane (176977-37-0)

Guidance literature:

Multi-step reaction with 4 steps

1: [Pd₂(dba)3*CHCl₃]; PPh₃; Et₃N / CuI / 20 °C

2: NaOH; water / ethanol; tetrahydrofuran / 1 h / 20 °C

3: [Pd₂(dba)3*CHCl₃]; PPh₃; Et₃N / CuI / 18 h / 20 °C

4: NaOH; water / ethanol; tetrahydrofuran / 1 h / 20 °C

With sodium hydroxide; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; water; triethylamine; triphenylphosphine; copper(l) iodide; In tetrahydrofuran; ethanol; 1: Sonogashira coupling reaction / 3: Sonogashira coupling reaction;

DOI:10.1002/ejoc.200600240

Reference yield:

tris-iso-propylsilyl acetylene (89343-06-6) → [[4-[(4-ethynylphenyl)ethynyl]phenyl]ethynyl]triisopropylsilane (176977-37-0)

Guidance literature:

Multi-step reaction with 4 steps

1: [Pd₂(dba)3*CHCl₃]; PPh₃; Et₃N / CuI / 20 °C

2: NaOH; water / ethanol; tetrahydrofuran / 1 h / 20 °C

3: [Pd₂(dba)3*CHCl₃]; PPh₃; Et₃N / CuI / 18 h / 20 °C

4: NaOH; water / ethanol; tetrahydrofuran / 1 h / 20 °C

With sodium hydroxide; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; water; triethylamine; triphenylphosphine; copper(l) iodide; In tetrahydrofuran; ethanol; 1: Sonogashira coupling reaction / 3: Sonogashira coupling reaction;

DOI:10.1002/ejoc.200600240

upstream raw materials:

{[4-({4-[(triisopropylsilyl)ethynyl]phenyl}ethynyl)phenyl]ethynyl}trimethylsilane

para-diiodobenzene

tris-iso-propylsilyl acetylene

1-iodo-4-(trimethylsilylethynyl)benzene

Downstream raw materials:

C₃₈H₄₂Si₂

[[4-[[(4-iodophenyl)-[4-[[4-[[4-[(triisopropylsilyl)ethynyl]phenyl]ethynyl]phenyl]ethynyl]phenyl]methyl]]phenyl]ethynyl]trimethylsilane

C₃₂H₁₈

{4-[4-(4-Ethynyl-phenylethynyl)-phenylethynyl]-phenylethynyl}-triisopropyl-silane

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