((4-Methoxyphenyl)ethynyl)trimethylsilane

Base Information

• Chemical Name: ((4-Methoxyphenyl)ethynyl)trimethylsilane
• CAS No.: 3989-14-8
• Molecular Formula: C12H16 O Si
• Molecular Weight: 204.344
• European Community (EC) Number: 811-112-1
• DSSTox Substance ID: DTXSID90393054
• Nikkaji Number: J559.021C
• Mol file: 3989-14-8.mol

Synonyms:3989-14-8;((4-Methoxyphenyl)ethynyl)trimethylsilane;[(4-Methoxyphenyl)ethynyl]trimethylsilane;2-(4-methoxyphenyl)ethynyl-trimethylsilane;(4-Methoxyphenylethynyl)trimethylsilane;[(4-Methoxyphenyl)ethynyl](trimethyl)silane;1-Methoxy-4-[2-(trimethylsilyl)ethynyl]benzene;SCHEMBL673162;DTXSID90393054;GODVAYLZXZQBFP-UHFFFAOYSA-N;MFCD04039887;p-Methoxypbenylethynyl trimethylsilane;p-Methoxyphenylethynyl trimethylsilane;AKOS015913663;trimethyl(4-methoxyphenylethynyl)silane;BS-44158;(4-methoxy-phenylethynyl)-trimethyl-silane;M2785;(4-Methoxyphenylethynyl)trimethylsilane, 97%;(4-METHOXYPHENYLETHYNYL)TRIMETHYLSILANEAMP;[2-(4-METHOXYPHENYL)ETHYNYL]TRIMETHYLSILANE

Chemical Property of ((4-Methoxyphenyl)ethynyl)trimethylsilane

Chemical Property:

• Vapor Pressure: 0.0455mmHg at 25°C
• Refractive Index: n20/D 1.5430(lit.)
• Boiling Point: 96 °C1.5 mm Hg(lit.)
• Flash Point: 202 °F
• PSA: 9.23000
• Density: 0.957 g/mL at 25 °C(lit.)
• LogP: 2.92410
• Storage Temp.: Sealed in dry,Room Temperature
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 204.097041664
• Heavy Atom Count: 14
• Complexity: 232

Purity/Quality:

98%,99%, ^*data from raw suppliers

((4-Methoxyphenyl)ethynyl)trimethylsilane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C#C[Si](C)(C)C

Technology Process of ((4-Methoxyphenyl)ethynyl)trimethylsilane

There total 37 articles about ((4-Methoxyphenyl)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: 100.0%

para-iodoanisole (696-62-8) + trimethylsilylacetylene (1066-54-2) → (4-methoxyphenylethynyl)trimethylsilane (3989-14-8)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; at 20 ℃; for 1h;

DOI:10.1021/jm000939v

Reference yield: 100.0%

trimethylsilyl trifluoromethanesulfonate (27607-77-8) + 4-methoxyphenylacetylen (768-60-5) → (4-methoxyphenylethynyl)trimethylsilane (3989-14-8)

Guidance literature:

With zinc trifluoromethanesulfonate; triethylamine; In dichloromethane; at 23 ℃; for 0.75h;

DOI:10.1021/jo702557d

Reference yield: 99.0%

chloro-trimethyl-silane (75-77-4) + 1-(2,2-dibromovinyl)-4-methoxybenzene (60512-57-4) → (4-methoxyphenylethynyl)trimethylsilane (3989-14-8)

Guidance literature:

1-(2,2-dibromovinyl)-4-methoxybenzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

chloro-trimethyl-silane; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

DOI:10.1039/c0ob00740d

upstream raw materials:

para-iodoanisole

((trimethylsilyl)ethynyl)zinc(II) chloride

chloro-trimethyl-silane

4-methoxyphenylacetylen

Downstream raw materials:

6-methoxy-2,3-dihydro-1H-inden-1-one

2,2-bis(4-methoxyphenyl)-1-trimethylsilylethylene

chloro-trimethyl-silane

5-(3',4'-dimethoxyphenyl)-1-(4'-methoxyphenyl)-pent-1-yn-4-enone

Refernces

• 1、 Al-Hassan, Mohammed I.,Al-Najjar, Ibrahim M.,Al-Oraify, Ibrahim M.. "29Si and 13C NMR Spectra of Alkenyl- and Alkynyl-trimethylsilanes". . p. 1112 - 1116. Retrieved 1989.
• 2、 Kale, Tejaswini S.,Tovar, John D.. "Regulation of peptide-π-peptide nanostructure bundling: the impact of ‘cruciform’ π-electron segments". . p. 6084 - 6090. Retrieved 2016.
• 3、 Wang, Miao,So, Chau Ming. "Inverting Conventional Chemoselectivity in the Sonogashira Coupling Reaction of Polyhalogenated Aryl Triflates with TMS-Arylalkynes". supporting information. p. 681 - 685. Retrieved 2022/01/20.
• 4、 Sugimoto, Kenji,Kosuge, Shuto,Sugita, Takae,Miura, Yuka,Tsuge, Kiyoshi,Matsuya, Yuji. "Au(I) Catalyzed Synthesis of Densely Substituted Pyrazolines and Dihydropyridines via Sequential Aza-Enyne Metathesis/6π-Electrocyclization". supporting information. p. 3981 - 3985. Retrieved 2021/05/26.