((4-((4-Fluorophenyl)ethynyl)phenyl)ethynyl)trimethylsilane

Base Information

• Chemical Name: ((4-((4-Fluorophenyl)ethynyl)phenyl)ethynyl)trimethylsilane
• CAS No.: 910467-79-7
• Molecular Formula: C19H17FSi
• Molecular Weight: 292.4221832
• DSSTox Substance ID: DTXSID80474301
• Nikkaji Number: J2.351.018I
• Wikidata: Q82304213
• Mol file: 910467-79-7.mol

Synonyms:910467-79-7;((4-((4-Fluorophenyl)ethynyl)phenyl)ethynyl)trimethylsilane;((4-((4-FLUOROPHENYL)ETHYNYL)PHENYL)-ETHYNYL)TRIMETHYLSILANE;2-[4-[2-(4-fluorophenyl)ethynyl]phenyl]ethynyl-trimethylsilane;SCHEMBL712228;DTXSID80474301;XBFCWOQPNQXDMH-UHFFFAOYSA-N;FT-0751276;1-(trimethylsilylethynyl)-4-(4-fluorophenylethynyl)benzene

Chemical Property of ((4-((4-Fluorophenyl)ethynyl)phenyl)ethynyl)trimethylsilane

Chemical Property:

• PSA: 0.00000
• LogP: 4.45440
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 292.10835524
• Heavy Atom Count: 21
• Complexity: 459

Purity/Quality:

95+% ^*data from raw suppliers

((4-((4-Fluorophenyl)ethynyl)phenyl)-ethynyl)trimethylsilane 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of ((4-((4-Fluorophenyl)ethynyl)phenyl)ethynyl)trimethylsilane

There total 2 articles about ((4-((4-Fluorophenyl)ethynyl)phenyl)ethynyl)trimethylsilane 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: 96.0%

1-ethynyl-4-fluorobenzene (766-98-3) + 1-iodo-4-(trimethylsilylethynyl)benzene (134856-58-9) → ((4-((4-fluorophenyl)ethynyl)phenyl)ethynyl) trimethylsilane (910467-79-7)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diethylamine; In tetrahydrofuran; at 25 ℃;

DOI:10.1002/ejoc.200600103

Reference yield:

4-fluoro-1-iodobenzene (352-34-1) → ((4-((4-fluorophenyl)ethynyl)phenyl)ethynyl) trimethylsilane (910467-79-7)

Guidance literature:

Multi-step reaction with 2 steps

1.2: KOH / methanol; tetrahydrofuran / 25 °C

2.1: 96 percent / Pd(PPh₃)2Cl₂; Et₂NH; CuI / tetrahydrofuran / 25 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diethylamine; In tetrahydrofuran; 2.1: Sonogashira coupling reaction;

DOI:10.1002/ejoc.200600103

Reference yield: 81.0%

((4-((4-fluorophenyl)ethynyl)phenyl)ethynyl) trimethylsilane (910467-79-7) → 1-ethynyl-4-((4-fluorophenyl)ethynyl)benzene

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃;

DOI:10.1021/acs.orglett.9b01576

upstream raw materials:

1-ethynyl-4-fluorobenzene

1-iodo-4-(trimethylsilylethynyl)benzene

4-fluoro-1-iodobenzene

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