Triisopropyl((4-((4-((trimethylsilyl)ethynyl)phenyl)ethynyl)phenyl)ethynyl)silane

Base Information

• Chemical Name: Triisopropyl((4-((4-((trimethylsilyl)ethynyl)phenyl)ethynyl)phenyl)ethynyl)silane
• CAS No.: 176977-35-8
• Molecular Formula: C30H38Si2
• Molecular Weight: 454.803
• DSSTox Substance ID: DTXSID50448251
• Wikidata: Q82267229
• Mol file: 176977-35-8.mol

Synonyms:176977-35-8;Triisopropyl((4-((4-((trimethylsilyl)ethynyl)phenyl)ethynyl)phenyl)ethynyl)silane;TRIISOPROPYL((4-((4-((TRIMETHYLSILYL)ETHYNYL)-PHENYL)ETHYNYL)PHENYL)ETHYNYL)SILANE;trimethyl-[2-[4-[2-[4-[2-tri(propan-2-yl)silylethynyl]phenyl]ethynyl]phenyl]ethynyl]silane;triisopropyl((4-((4-((triMethylsilyl)ethynyl) phenyl) ethynyl)phenyl)ethynyl)silane;Silane, trimethyl[[4-[[4-[[tris(1-methylethyl)silyl]ethynyl]phenyl]ethynyl]phenyl]ethynyl]- (9CI);DTXSID50448251;FLQNVRYMXMTJOR-UHFFFAOYSA-N;AKOS016004290

Chemical Property of Triisopropyl((4-((4-((trimethylsilyl)ethynyl)phenyl)ethynyl)phenyl)ethynyl)silane

Chemical Property:

• PSA: 0.00000
• LogP: 7.88480
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 9
• Exact Mass: 454.25120428
• Heavy Atom Count: 32
• Complexity: 776

Purity/Quality:

95+% ^*data from raw suppliers

Triisopropyl((4-((4-((trimethylsilyl)ethynyl)-phenyl)ethynyl)phenyl)ethynyl)silane 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[Si](C)(C)C)(C(C)C)C(C)C

Technology Process of Triisopropyl((4-((4-((trimethylsilyl)ethynyl)phenyl)ethynyl)phenyl)ethynyl)silane

There total 13 articles about Triisopropyl((4-((4-((trimethylsilyl)ethynyl)phenyl)ethynyl)phenyl)ethynyl)silane 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: 99.0%

tris-iso-propylsilyl acetylene (89343-06-6) + 1-(trimethylsilylethynyl)-4-[(4-iodophenyl)ethynyl]benzene (169231-40-7) → {[4-({4-[(triisopropylsilyl)ethynyl]phenyl}ethynyl)phenyl]ethynyl}trimethylsilane (176977-35-8)

Guidance literature:

With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride; at 45 ℃; for 12h;

DOI:10.1021/jo980846+

Reference yield: 82.0%

1-iodo-4-(trimethylsilylethynyl)benzene (134856-58-9) + 1-((triisopropylsilyl)ethynyl)-4-ethynylbenzene (175345-90-1) → {[4-({4-[(triisopropylsilyl)ethynyl]phenyl}ethynyl)phenyl]ethynyl}trimethylsilane (176977-35-8)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; for 16h; Ambient temperature;

DOI:10.1016/0040-4020(96)00240-2

Reference yield:

1-iodo-4-(trimethylsilylethynyl)benzene (134856-58-9) → {[4-({4-[(triisopropylsilyl)ethynyl]phenyl}ethynyl)phenyl]ethynyl}trimethylsilane (176977-35-8)

Guidance literature:

Multi-step reaction with 3 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

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:

1-iodo-4-(trimethylsilylethynyl)benzene

1-((triisopropylsilyl)ethynyl)-4-ethynylbenzene

tris-iso-propylsilyl acetylene

1-(trimethylsilylethynyl)-4-[(4-iodophenyl)ethynyl]benzene

Downstream raw materials:

C₃₂H₁₈

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

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

C₃₈H₄₂Si₂

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