138220-08-3

Basic information

• Product Name: triMethyl((4-pentylphenyl)ethynyl)silane
• Synonyms: triMethyl((4-pentylphenyl)ethynyl)silane
• CAS NO: 138220-08-3
• Molecular Formula: C₁₆H₂₄Si
• Molecular Weight: 244.44726
• Mol File: 138220-08-3.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: triMethyl((4-pentylphenyl)ethynyl)silane(CAS DataBase Reference)
• NIST Chemistry Reference: triMethyl((4-pentylphenyl)ethynyl)silane(138220-08-3)
• EPA Substance Registry System: triMethyl((4-pentylphenyl)ethynyl)silane(138220-08-3)

Safety Data

• Hazardous Substances Data: 138220-08-3(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
triMethyl((4-pentylphenyl)ethynyl)silane is used as a building block in organic synthesis for the preparation of functionalized silicon-containing compounds. Its presence allows for the creation of advanced materials and contributes to the development of organic electronic devices.
Used in Materials Science:
In the field of materials science, triMethyl((4-pentylphenyl)ethynyl)silane serves as a precursor for synthesizing compounds that possess unique properties, suitable for various applications, including those in high-tech industries.
Used in Chemical Reactions:
The ethynyl group in triMethyl((4-pentylphenyl)ethynyl)silane's structure makes it a versatile molecule, capable of participating in a wide range of chemical reactions, expanding its potential utility across different scientific and industrial fields.

Upstream product

• 85017-60-3 4-iodine-pentyl benzene 
• 1066-54-2 trimethylsilylacetylene 
• 33228-44-3 4-pentylaniline 
• 79887-10-8 1-ethynyl-4-(n-pentyl)benzene 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 14938-35-3 4-n-pentylphenol 
• 264135-59-3 4-pentylphenyl trifluoromethanesulfonate 

Downstream Products

• 79887-10-8 1-ethynyl-4-(n-pentyl)benzene 

Relevant articles and documents

Soluble 2,6-Bis(4-pentylphenylethynyl)anthracene as a High Hole Mobility Semiconductor for Organic Field-effect Transistors

The balance between good solubility and high crystallinity is an advantageous characteristic of 2,6-bis(4-pentylphenyl-ethynyl)anthracene (1). Organic field-effect transistors featuring either a vacuum-deposited film or a simple drop-cast film of 1 both showed high hole mobilities of 0.94 and 0.63 cm2 V-1 s-1, respectively.

NHC catalysed trimethylsilylation of terminal alkynes and indoles with Ruppert's reagent under solvent free conditions

An organo-catalytic protocol for the trimethylsilylation of terminal alkynes employing Ruppert's reagent (CF3SiMe3) as a trimethylsilyl source has been developed under solvent and fluoride free conditions. This method was found to be very effective as a variety of terminal alkynes bearing aliphatic or aromatic substituents underwent smooth transformation to their corresponding silylated products in excellent yields within a few minutes using N-heterocyclic carbene as an organo-catalyst. This methodology was also applied to the chemospecific N-silylation of indoles. This journal is

Coupling reactions of alkynylsilanes mediated by a Cu(I) salt: Novel syntheses of conjugate diynes and disubstituted ethynes

Reaction of 1-trimethylsilylalkyne with copper(I) chloride in a polar solvent, DMF, at 60 °C under an aerobic conditions smoothly undergoes homo- coupling to give the corresponding symmetrical 1,3-butadiynes in 70-99% yields. In addition, (arylethynyl)trimethylsilanes are found to couple with aryl triflates and chlorides in the presence of Cu(I)/Pd(0) (10 mol %/5 or 10 mol %) cocatalyst system to give the corresponding diarylethynes in 49-99% yields. The cross-coupling reaction is applied to a one-pot synthesis of the corresponding unsymmetrical diarylethynes from (trimethylsilyl)ethyne via sequential Sonogashira-Hagihara and the present cross-coupling reactions using two different aryl triflates. The reactions of (arylethynyl)trimethylsilanes with aryl(chloro)ethynes in the presence of 10 mol % of CuCl also yield the corresponding unsymmetrical 1,3-butadiynes in 43-97% yields.