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
• Article Data: 3

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

General Description

TriMethyl((4-pentylphenyl)ethynyl)silane is a chemical compound that belongs to the class of organosilicon compounds. It is a silane derivative that features a trimethylsilyl group attached to a phenyl ring substituted with a long alkyl chain and an ethynyl group. triMethyl((4-pentylphenyl)ethynyl)silane is commonly used as a building block in organic synthesis and materials science. It can act as a precursor in the preparation of functionalized silicon-containing compounds, which have applications in the development of advanced materials and in organic electronic devices. The presence of the ethynyl group in the structure of triMethyl((4-pentylphenyl)ethynyl)silane enables it to participate in various types of chemical reactions, making it a versatile molecule with potential utility in a range of 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 
• 264135-59-3 4-pentylphenyl trifluoromethanesulfonate 
• 14938-35-3 4-n-pentylphenol 

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.

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.