CAS No. 1066-54-2 | Catalog No. 654229
TriMethyl silicon-based acetylene; TMSA;Trimethylethynylsilane;TMS ACETYLENE;TMSA
||Miscible with organic solvents.
It is used in the preparation of trimethylsilanyl-propiolic acid ethyl ester by reacting with carbonochloridic acid ethyl ester as well as in the synthesis of iodoalkenes by radical addition of perfluoroalkyl iodides. It is used as a nucleophile in Friedel-Crafts type acylations and alkylations reactions; as a ligand in organometallic chemistry and an useful reagent in cycloaddition reactions. It acts as a precursor to lithium trimethylsilylacetylide It finds application in the synthesis of (±)-estrone.
It was used in:
• microwave-assisted; one-pot; three-step Sonogashira cross-coupling-desilylation-cycloaddition reaction for the preparation of 1;4-disubstituted 1;2;3-triazoles
• synthesis of poly(ethynyltrimethylsilane) containing Pd (II) coordination sites
• pyrazole synthesis via 1;3-dipolar cycloaddition of diazo compounds to acetylenes
Laser-induced polymerization of gaseous ethynyltrimethylsilane was used for efficient chemical vapour deposition of polycarbosilane films. Ethynyltrimethylsilane acts as substrate for nickel-catalyzed cross-coupling with benzonitriles.