4-[(Trimethylsilyl)ethynyl]benzonitrile

Base Information

• Chemical Name: 4-[(Trimethylsilyl)ethynyl]benzonitrile
• CAS No.: 75867-40-2
• Molecular Formula: C12H13NSi
• Molecular Weight: 199.327
• Hs Code.: 2931900090
• European Community (EC) Number: 624-120-3
• DSSTox Substance ID: DTXSID00440720
• Nikkaji Number: J558.510D
• Wikidata: Q82257093
• Mol file: 75867-40-2.mol

Synonyms:75867-40-2;4-[(Trimethylsilyl)ethynyl]benzonitrile;4-((Trimethylsilyl)ethynyl)benzonitrile;4-[2-(trimethylsilyl)ethynyl]benzonitrile;4-(2-trimethylsilylethynyl)benzonitrile;C12H13NSi;SCHEMBL853691;DTXSID00440720;WWNSLIBJQBBKKG-UHFFFAOYSA-N;4-(Trimethylsilylethynyl)benzonitrile;4-TRIMETHYLSILYLETHYNYLBENZONITRILE;AS-64143;4-[2'-(Trimethylsilyl)ethynyl]benzonitrile;CS-0237440;4-[(Trimethylsilyl)ethynyl]benzonitrile, 97%;4-TRIMETHYLSILYLETHYNYLBENZONITRILE 97;EN300-183690;W18952

Chemical Property of 4-[(Trimethylsilyl)ethynyl]benzonitrile

Chemical Property:

• Vapor Pressure: 0.009mmHg at 25°C
• Melting Point: 107-111oC
• Boiling Point: 266.154oC at 760 mmHg
• Flash Point: 114.766oC
• PSA: 23.79000
• Density: 0.992g/cm3
• LogP: 2.78718
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 199.081725953
• Heavy Atom Count: 14
• Complexity: 295

Purity/Quality:

97% ^*data from raw suppliers

4-[(Trimethylsilyl)ethynyl]benzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-[(Trimethylsilyl)ethynyl]benzonitrile

There total 18 articles about 4-[(Trimethylsilyl)ethynyl]benzonitrile 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: 100.0%

4-iodobenzonitrile (3058-39-7) + trimethylsilylacetylene (1066-54-2) → 4-[2-(trimethylsilyl)ethynyl]benzonitrile (75867-40-2)

Guidance literature:

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

Reference yield: 100.0%

4-bromobenzenecarbonitrile (623-00-7) + trimethylsilylacetylene (1066-54-2) → 4-[2-(trimethylsilyl)ethynyl]benzonitrile (75867-40-2)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; diisopropylamine; In toluene; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2010.05.016

Reference yield: 99.0%

4-cyanophenylacetylene (3032-92-6) + (trifluoromethyl)trimethylsilane (81290-20-2) → 4-[2-(trimethylsilyl)ethynyl]benzonitrile (75867-40-2)

Guidance literature:

With sodium hydride; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride; In neat (no solvent); at 31 - 33 ℃; for 0.116667h;

DOI:10.1039/c4ra08727e

upstream raw materials:

4-bromobenzenecarbonitrile

trimethylsilylacetylene

4-cyanophenyl trifluoromethanesulfonate

4-cyanophenylacetylene

Downstream raw materials:

1-oxo-6-indanecarbonitrile

4-cyanophenylacetylene

4-Trimethylsilanylethynyl-thiobenzamide

4-[(4-methoxyphenyl)ethynyl]benzonitrile