150969-54-3

Basic information

• Product Name: Benzoic acid, 4-[(trimethylsilyl)ethynyl]-, ethyl ester
• CAS NO: 150969-54-3
• Molecular Formula: C14H18O2Si
• Molecular Weight: 246.381
• Mol File: 150969-54-3.mol
• Article Data: 43

Chemical Properties

• CAS DataBase Reference: Benzoic acid, 4-[(trimethylsilyl)ethynyl]-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid, 4-[(trimethylsilyl)ethynyl]-, ethyl ester(150969-54-3)
• EPA Substance Registry System: Benzoic acid, 4-[(trimethylsilyl)ethynyl]-, ethyl ester(150969-54-3)

Safety Data

• Hazardous Substances Data: 150969-54-3(Hazardous Substances Data)

Upstream product

• 51934-41-9 4-iodobenzoic acid ethyl ester 
• 1066-54-2 trimethylsilylacetylene 
• 5798-75-4 Ethyl 4-bromobenzoate 
• 619-58-9 4-iodobenzoic acid 
• 586-76-5 4-Bromobenzoic acid 
• 60-29-7 diethyl ether 
• 619-42-1 4-methoxycarbonylphenyl bromide 

Downstream Products

• 10602-00-3 4-Ethynyl-benzoic acid 
• 10602-03-6 ethyl 4-ethynylbenzoate 
• 1193111-08-8 (Z)-3-acetyl-4-(4-ethoxycarbonylphenyl)-2,4-pentadien-2-ol 
• 3034-86-4 4-ethynylbenzoic acid methyl ester 
• 229961-45-9 VTP 194310 

Relevant articles and documents

Discotic material hexakis(4-carboxyphenylethynyl)benzene inhibits Escherichia coli growth via the glycolysis pathway

Discotic materials and nanoparticles are potential carriers of synthetic chemicals to increase the bioavailability. Several planar discotic compounds were prepared with C–C bond formation by the Sonagoshira reaction. Their toxicity was based on their inhi

Iodonium Cation-Pool Electrolysis for the Three-Component Synthesis of 1,3-Oxazoles

The synthesis of 1,3-oxazoles from symmetrical and unsymmetrical alkynes was realized by an iodonium cation-pool electrolysis of I2 in acetonitrile with a well-defined water content. Mechanistic investigations suggest that the alkyne reacts with the acetonitrile-stabilized I+ ions, followed by a Ritter-type reaction of the solvent to a nitrilium ion, which is then attacked by water. The ring closure to the 1,3-oxazoles released molecular iodine, which was visible by the naked eye. Also, some unsymmetrical internal alkynes were tested and a regioselective formation of a single isomer was determined by two-dimensional NMR experiments.

Ynonylation of Acyl Radicals by Electroinduced Homolysis of 4-Acyl-1,4-dihydropyridines

Herein we report the conversion of 4-Acyl-1,4-dihydropyridines (DHPs) into ynones under electrochemical conditions. The reaction proceeds via the homolysis of acyl-DHP under electron activation. The resulting acyl radicals react with hypervalent iodine(III) reagents to form the target ynones or ynamides in acceptable yields. This mild reaction condition allows wider functionality tolerance that includes halides, carboxylates, or alkenes. The synthetic utility of this methodology is further demonstrated by the late-stage modification of complex molecules.