1005-63-6

Usage

Uses

Used in Polymer and Resin Production:
4-VINYLOXY-PHENYLAMINE is used as a monomer in the production of polymers and resins, contributing to their structural integrity and performance characteristics. Its ability to form cross-linked networks enhances the mechanical strength and thermal stability of these materials, making them suitable for a wide range of applications.
Used in Organic Synthesis:
In the field of organic synthesis, 4-VINYLOXY-PHENYLAMINE serves as a valuable intermediate, facilitating the creation of a variety of organic molecules. Its reactivity allows for the synthesis of complex structures that can be used in various chemical processes.
Used in Specialty Chemicals:
4-VINYLOXY-PHENYLAMINE is used as a building block in the development of specialty chemicals, where its unique properties can be harnessed to create products with specific functionalities. This application showcases the compound's versatility and its importance in the chemical industry.
Used in Pharmaceutical Synthesis:
4-VINYLOXY-PHENYLAMINE is utilized in the synthesis of pharmaceuticals, where it can be incorporated into the molecular structures of drugs to impart desired therapeutic properties. Its role in drug development highlights its potential in the healthcare sector and the creation of novel treatments.

InChI:InChI=1/C8H9NO/c1-2-10-8-5-3-7(9)4-6-8/h2-6H,1,9H2

Upstream product

• 123-30-8 4-amino-phenol 
• 75-20-7 calcium carbide 
• 74-86-2 acetylene 

Downstream Products

• 86269-44-5 2-hydroxybenzoic acid p-vinyloxyanilide 
• 86303-43-7 2,3,6-Tris-(4-phenylazo-phenylazo)-4-vinyloxy-phenylamine 
• 86303-42-6 2,6-Bis-(4-phenylazo-phenylazo)-4-vinyloxy-phenylamine 
• 86303-41-5 2-(4-Phenylazo-phenylazo)-4-vinyloxy-phenylamine 

Relevant academic research and scientific papers

A simple one-pot preparation of 3,3a-dihydro-5H-pyrano[3,3a-c]isoxazol-5-ylideneethanal from 4-vinyloxyphenyl azide: An example of aromatic azide photooxidation for the synthesis of nitrogen-containing heterocyclic compounds

Photolysis of 4-vinyloxyphenyl azide in the presence of oxygen in acetonitrile leads to the formation of a fused heterocyclic compound due to the ability of the intermediates of this reaction to undergo a unique domino reaction sequence. The rate constants and activation parameters of some elementary stages of the process are measured by flash photolysis.

Chemoselective vinylation of aminophenols with acetylene catalyzed by sodium aminophenolates in aqueous DMSO

An efficient atom-economic chemoselective synthesis of vinyloxyanilines from aminophenols and acetylene catalyzed by sodium aminophenolates in aqueous DMSO (90 °C, 3 h) has been developed.

Direct vinylation of natural alcohols and derivatives with calcium carbide

Vinyl ethers are essential synthetic building blocks for organic synthesis, especially for polymer synthesis and highly vinylated polyol substrates. Herein, a transition metal-free, mild, and safe protocol has been developed for direct vinylation of natural alcohols with calcium carbide. Various sugar alcohols, phenol and its derivatives were tested and proved successful using this green methodology. Selectivity of full vinylated products of the reaction decreases with increasing hydroxyl groups because of side reactions occurring under the basic medium. Electron-donating substituted phenols work more efficiently than electron-withdrawing substituted phenols in general. This methodology may provide new insights on selective vinylation of electron-rich biomass-derived materials.

An Atom-Economic Approach for Vinylation of Indoles and Phenols Using Calcium Carbide as Acetylene Surrogate

An efficient N-vinylation of indoles and O-vinylation of phenols to give N-vinyl indoles and phenyl vinyl ethers is reported. The vinylated products can be produced in satisfactory to excellent yields (65–92 %) upon treatment of indoles or phenols with calcium carbide in wet solvents in a standard laboratory setup. Key features of this reaction include the use of calcium carbide as a safe and inexpensive slow released acetylene source for N- and O-vinylation under simple reaction conditions without the need for metal catalyst or halogenated substrates.

Process for the preparation of unsaturated amino compounds

The present invention relates to a process for the preparation of aromatic amino compounds which are substituted by a least one group comprising at least one unsaturated carbon-carbon bond, by catalytic hydrogenation of corresponding aromatic nitro compounds in the presence of a modified noble metal catalyst, wherein the noble metal catalyst used is platinum modified with a metal selected from the group consisting of lead, mercury, bismuth, germanium, cadmium, arsenic, antimony, silver and gold, and to novel noble metal catalysts for use in this process.