35283-05-7

Usage

Uses

Used in Organic Synthesis:
(4-amino-phenyl)-propiolic acid is used as a building block in organic synthesis for its ability to participate in various chemical reactions due to the presence of both an amino and a propiolic acid group.
Used in Pharmaceutical Research:
(4-amino-phenyl)-propiolic acid is used as a starting material in pharmaceutical research for the development of new drugs, taking advantage of its unique chemical properties and reactivity.
Used in Production of Functional Materials:
(4-amino-phenyl)-propiolic acid is used as a component in the production of various functional materials, leveraging its chemical structure to create materials with specific properties for different applications.

Upstream product

• 2216-24-2 3-(4-nitrophenyl)-2-propynoic acid 
• 106-40-1 4-bromo-aniline 
• 471-25-0 Propiolic acid 
• 124-38-9 carbon dioxide 
• 14235-81-5 4-Ethynylaniline 
• 159217-89-7 N-Boc-4-iodoaniline 

Downstream Products

• 99-92-3 p-aminobenzophenone 
• 1849-25-8 4-phenylethynylphenylamine 

Relevant academic research and scientific papers

Release of Terminal Alkynes via Tandem Photodeprotection and Decarboxylation of o -Nitrobenzyl Arylpropiolates in a Flow Microchannel Reactor

Photocleavable protecting groups (PPGs) offer a complementary protection paradigm compared to traditional protection groups. Herein, an o-nitrobenzyl (NB) PPG was employed to protect a variety of arylpropiolic acids. Upon a cascade of light-triggered photodeprotection in a microchannel reactor (residence times of 100-500 s), followed by Cu-catalyzed decarboxylation at 60 °C, the NB-protected arylpropiolic acid afforded a terminal alkyne. This terminal alkyne was further reacted in situ with an azide via click chemistry to yield a 1,2,3-triazole in a one-pot reaction. Furthermore, the effect of different substituents (methyl, vinyl, allyl, and phenyl) at the benzylic position on the rate of photodeprotection was studied. The quantum yields of photolysis for the benzylic-substituted esters were determined to be as high as 0.45 compared to the unsubstituted ester with a 0.08 quantum yield of photolysis.

Central Doping of a Foreign Atom into the Silver Cluster for Catalytic Conversion of CO2 toward C?C Bond Formation

Clusters with an exact number of atoms are of particular interest in catalysis. Their catalytic behaviors can be potentially altered with the addition or removal of a single atom. Now the effects of doping with a single foreign atom (Au, Pd, and Pt) into the core of an Ag cluster with 25 atoms on the catalytic properties are explored, where the foreign atom is protected by 24 Ag atoms (Au@Ag24, Pd@Ag24, and Pt@Ag24). The central doping of a single atom into the Ag25 cluster has a substantial influence on the catalytic performance in the carboxylation reaction of CO2 with terminal alkyne through C?C bond formation to produce propiolic acid. These studies reveal that the catalytic properties of the cluster catalysts can be dramatically changed with the subtle alteration by a single atom away from the active sites.

Practical synthesis of unsymmetrical diarylacetylenes from propiolic acid and two different aryl bromides

A palladium catalyst that mediates the one-pot sequential Sonogashira and decarboxylative coupling of propiolic acid with two different aryl bromides has been developed. Selective coupling of the first aryl bromide was achieved in the presence of a copper-free, monometallic catalyst generated in situ from allylpalladium chloride dimer and SPhos with tetra-n-butylammonium fluoride as the base in an N-methyl-2-pyrrolidone/water solvent mixture. Upon addition of another aryl bromide and raising the temperature from 50 to 80°C, the intermediate arylpropiolic acid underwent decarboxylative coupling to give the corresponding diarylacetylene. Thus, the new system permits a one-pot three-component synthesis of unsymmetrical diarylacetylenes from widely available aryl bromides, rather than expensive aryl iodides, and propiolic acid, rather than (trimethylsilyl)acetylene, as an inexpensive and easy-to-handle acetylene synthon. The process is highly selective, modular, and gives access to a wide range of unsymmetrical diarylacetylenes in good yields. A palladium-catalyzed three component synthesis of diaryl acetylenes has been optimized. Several disubstituted alkynes have been prepared from two different arylbromides and propiolic acid in good yields. Copyright

Antiatherosclerotic silanes

This invention is concerned with novel 4-[(trialkylsilyl)alkylamino]phenyl compounds and their use as antiatherosclerotic agents.

Antiatherosclerotic and hypolipidemic 4-(monoalkylamino)phenyl alkane, alkene and alkyne carbinols, aldehydes, carboxylic acids and derivatives

This disclosure describes novel 4-(monoalkylamino)phenyl alkane, alkene and alkyne carbinols, aldehydes, carboxylic acids and derivatives useful as hypolipidemic and antiatherosclerotic agents.

Hypolipidemic and antiatherosclerotic 4-(polyfluoroalkylamino)phenyl compounds

This disclosure describes novel 4-(polyfluoroalkylamino)phenyl compounds useful as hypolipidemic and antiatherosclerotic agents.