89489-28-1

Basic information

• Product Name: T-BUTOXYACETYLENE
• Synonyms: T-BUTOXYACETYLENE
• CAS NO: 89489-28-1
• Molecular Formula: C₆H₁₀O
• Molecular Weight: 98.143
• Mol File: 89489-28-1.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: T-BUTOXYACETYLENE(CAS DataBase Reference)
• NIST Chemistry Reference: T-BUTOXYACETYLENE(89489-28-1)
• EPA Substance Registry System: T-BUTOXYACETYLENE(89489-28-1)

Safety Data

• Hazardous Substances Data: 89489-28-1(Hazardous Substances Data)

Upstream product

• 89599-49-5 1-bromo-2-tert-butoxy-ethene 
• 113279-39-3 (Z)-2-bromo-1-(tert-butoxy)ethene 
• 113303-95-0 2-bromo-1-tert-butoxy-1-ethoxyethane 
• 79-01-6 Trichloroethylene 
• 75-65-0 tert-butyl alcohol 

Downstream Products

• 463-51-4 Ketene 
• 115-11-7 isobutene 
• 124561-75-7 <(1,1-dimethylethoxy)ethynyl>(1,1-dimethylethyl)diphenylsilane 
• 173977-04-3 [W(CO)5(SeSe(W(CO)5)CH(C₆H₅)CH(C₆H₅)CHC(OC₄H₉))] 
• 1436595-67-3 tert-butyl 4-trifluoromethylphenylacetylenyl ether 
• 1436595-61-7 tert-butyl 4-flourophenylacetylenyl ether 
• 1436595-58-2 tert-butyl 4-nitrophenylacetylenyl ether 
• 32569-86-1 tert-butyl phenylacetylenyl ether 
• 1436595-64-0 tert-butyl 4-bromophenylacetylenyl ether 

Relevant articles and documents

The ketene-surrogate coupling: Catalytic conversion of aryl iodides into aryl ketenes through ynol ethers

tert-Butoxyacetylene is shown to undergo Sonogashira coupling with aryl iodides to yield aryl-substituted tert-butyl ynol ethers. These intermediates participate in a [1,5]-hydride shift, which results in the extrusion of isobutylene and the generation of aryl ketenes. The ketenes are trapped in situ with multiple nucleophiles or undergo electrocyclic ring closure to yield hydroxynaphthalenes and quinolines.