480423-11-8

Basic information

• Product Name: Ethanone, 1-[4-[[tris(1-methylethyl)silyl]ethynyl]phenyl]-
• CAS NO: 480423-11-8
• Molecular Formula: C19H28OSi
• Molecular Weight: 300.516
• Mol File: 480423-11-8.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: Ethanone, 1-[4-[[tris(1-methylethyl)silyl]ethynyl]phenyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 1-[4-[[tris(1-methylethyl)silyl]ethynyl]phenyl]-(480423-11-8)
• EPA Substance Registry System: Ethanone, 1-[4-[[tris(1-methylethyl)silyl]ethynyl]phenyl]-(480423-11-8)

Safety Data

• Hazardous Substances Data: 480423-11-8(Hazardous Substances Data)

Upstream product

• 6485-79-6 chlorotriisopropylsilane 
• 42472-69-5 4-ethynylacetophenone 
• 99-93-4 4-Hydroxyacetophenone 
• 89343-06-6 tris-iso-propylsilyl acetylene 
• 13329-40-3 4-Iodoacetophenone 
• 99-91-2 para-chloroacetophenone 
• 99-90-1 para-bromoacetophenone 

Downstream Products

• 1194065-46-7 2,2-dimethyl-5-(1-(4-((triisopropylsilyl)ethynyl)phenyl)ethylidene)-1,3-dioxane-4,6-dione 
• 175345-90-1 1-((triisopropylsilyl)ethynyl)-4-ethynylbenzene 

Relevant articles and documents

A copper- and amine-free Sonogashira coupling reaction promoted by a ferrocene-based phosphinimine-phosphine ligand at low catalyst loading

A palladium(II) complex containing a ferrocene-based phosphinimine- phosphine ligand was applied to the amine- and copper-free Sonogashira coupling of aryl iodides and aryl bromides with terminal alkynes using 1equiv of tetrabutylammonium acetate as an activator. The corresponding disubstituted alkynes were obtained in high yields and TONs using 0.1mol% Pd-catalyst.

Rhodium-Catalyzed C-O Bond Alkynylation of Aryl Carbamates with Propargyl Alcohols

The rhodium-catalyzed alkynylation of aryl carbamates with propargyl alcohols is described. This methodology can provide aryl acetylenes from aryl carbamates via C-O bond activation. The use of propargyl alcohols as alkynylating agents allows the use of a variety of functional groups that are incompatible with organometallic nucleophiles. This reaction also serves to broaden the utility of a carbamate moiety as a convertible ortho directing group.

1,2,3-Triazol-5-ylidene-palladium complex catalyzed Mizoroki-Heck and Sonogashira coupling reactions

The bis-1,4-dimesityl-1,2,3-triazol-5-ylidene-palladium complex (1a) successfully catalyzes the Mizoroki-Heck and Sonogashira coupling reactions with aryl bromides to give the corresponding alkenes and alkynes, respectively, in good to excellent yields. In the Mizoroki-Heck reaction, electron-rich, electron-poor, and functionalized aryl bromides and alkenes are tolerated, while the substrates are limited to electron-poor aryl halides in the Sonogashira coupling reaction. The palladium complex also catalyzes cross-coupling reactions with aryl chlorides to give higher yields of products than does the bis-IMes-Pd complex analogue (2), under specific conditions.