1431639-00-7

Basic information

• Product Name: tert-butyl(dimethyl){4-methyl-2-[(trimethylsilyl)ethynyl]phenoxy} silane
• Synonyms: tert-butyl(dimethyl){4-methyl-2-[(trimethylsilyl)ethynyl]phenoxy} silane
• CAS NO: 1431639-00-7
• Molecular Weight: 318.607
• Mol File: 1431639-00-7.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: tert-butyl(dimethyl){4-methyl-2-[(trimethylsilyl)ethynyl]phenoxy} silane(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl(dimethyl){4-methyl-2-[(trimethylsilyl)ethynyl]phenoxy} silane(1431639-00-7)
• EPA Substance Registry System: tert-butyl(dimethyl){4-methyl-2-[(trimethylsilyl)ethynyl]phenoxy} silane(1431639-00-7)

Safety Data

• Hazardous Substances Data: 1431639-00-7(Hazardous Substances Data)

Upstream product

• 6627-55-0 2-bromo-p-cresol 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 175967-98-3 (2-bromo-4-methylphenoxy)(tert-butyl)dimethylsilane 
• 1066-54-2 trimethylsilylacetylene 
• 106-44-5 p-cresol 
• 1318697-60-7 tert-butyl(2-iodo-4-methylphenoxy)dimethylsilane 
• 16188-57-1 2-iodo-4-methylphenol 

Downstream Products

• 183589-14-2 2-ethynyl-4-methylphenol 
• 1622092-52-7 2-(2-ethynyl-4-methylphenoxy)ethyl 4-bromobenzenesulfonate 
• 1622092-80-1 (E)-(6-methyl-2,3-dihydro-4H-chromen-4-ylidene)methyl 4-bromobenzenesulfonate 

Relevant articles and documents

Cyclization of gold acetylides: Synthesis of vinyl sulfonates via gold vinylidene complexes

Differently substituted terminal alkynes that bear sulfonate leaving groups at an appropriate distance were converted in the presence of a propynyl gold(I) precatalyst. After initial formation of a gold acetylide, a cyclization takes place at the β-carbon atom of this species. Mechanistic studies support a mechanism that is related to that of dual gold-catalyzed reactions, but for the new substrates, only one gold atom is needed for substrate activation. After formation of a gold vinylidene complex, which forms a tight contact ion pair with the sulfonate leaving group, recombination of the two parts delivers vinyl sulfonates, which are valuable targets that can serve as precursors for cross-coupling reactions, for example. Gold vinylidene intermediates are generated by the cyclization of gold acetylides that carry a sulfonate leaving group. This result demonstrates for the first time that the formation of these species is not restricted to a dual activation mode. The cyclization products obtained herein contain a vinyl sulfonate moiety, which makes them useful building blocks for cross-coupling reactions.