766-94-9

Basic information

• Product Name: phenyl vinyl ether
• Synonyms: Ethenyloxybenzene;Phenoxyethene;Phenoxyethylene;Vinyl phenyl ether;Phenyl vinyl ether 97%
• CAS NO: 766-94-9
• Molecular Formula: C₈H₈O
• Molecular Weight: 120.15
• Mol File: 766-94-9.mol
• Article Data: 42

Chemical Properties

• Boiling Point: 155.5°C (estimate)
• Flash Point: 16℃
• Appearance: /
• Density: 0.978 g/mL at 25 °C(lit.)
• Vapor Pressure: 3.87mmHg at 25°C
• Refractive Index: n20/D1.522(lit.)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: phenyl vinyl ether(CAS DataBase Reference)
• NIST Chemistry Reference: phenyl vinyl ether(766-94-9)
• EPA Substance Registry System: phenyl vinyl ether(766-94-9)

Safety Data

• Hazard Codes: F,Xn
• Statements: 11-22-43-51
• Safety Statements: 36/37
• RIDADR: UN 3271 3 / PGII
• WGK Germany: 3
• Hazardous Substances Data: 766-94-9(Hazardous Substances Data)

Usage

Description

Phenyl vinyl ether, with the molecular formula C8H8O, is an organic compound characterized by its clear, colorless liquid appearance and a sweet, pleasant odor. It is highly flammable, necessitating careful handling. This versatile chemical serves as a monomer in the production of polymers and copolymers and is also utilized as a solvent in organic synthesis and a precursor in the synthesis of other organic compounds.

Uses

Used in Polymer and Copolymer Production:
Phenyl vinyl ether is used as a monomer for the production of polymers and copolymers, contributing to the creation of materials with specific properties for various applications.
Used in Organic Synthesis:
Phenyl vinyl ether is employed as a solvent in organic synthesis, facilitating chemical reactions that lead to the formation of desired organic compounds.
Used in Adhesive, Coating, and Plastic Production:
Phenyl vinyl ether is used in the production of adhesives, coatings, and plastics, where its polymerization properties are leveraged to create durable and versatile materials.
Used in Pharmaceutical and Agrochemical Synthesis:
Phenyl vinyl ether is utilized as a valuable intermediate in the synthesis of pharmaceuticals and agrochemicals, playing a crucial role in the development of new drugs and agricultural products.

InChI:InChI=1/C8H8O/c1-2-9-8-6-4-3-5-7-8/h2-7H,1H2

Upstream product

• 75-34-3 1,1-dichloroethane 
• 139-02-6 sodium phenoxide 
• 75-01-4 chloroethylene 
• 589-10-6 phenoxyethyl bromide 
• 107-06-2 1,2-dichloro-ethane 
• 74-86-2 acetylene 
• 108-95-2 phenol 
• 108-05-4 vinyl acetate 
• 622-86-6 2-chloroethoxybenzene 
• 13133-62-5 thiophenolate 
• 58402-91-8 2-(2-Phenoxy-ethoxy)-<1.3.2>dioxaphospholan 
• 75560-86-0 2-Phenoxy-thiopropionic acid S-pyridin-2-yl ester 
• 76514-27-7 endo-1-phenoxy-1,2,2a,3,4,8b-hexahydrocyclobutnaphthalene-8b-carbonitrile 
• 7732-18-5 water 

Downstream Products

• 939-89-9 (1S*,2R*)-2-phenylcyclopropane-1-carboxylic acid 
• 2120-93-6 (+/-)-trans-2-phenoxy-cyclopropanecarboxylic acid 
• 2120-93-6 (+/-)-cis-2-phenoxy-cyclopropanecarboxylic acid 
• 2120-91-4 ethyl cis-2-phenoxycyclopropanecarboxylate 
• 2120-92-5 ethyl trans-2-phenoxycyclopropanecarboxylate 
• 100192-71-0 N-(1-phenoxy-ethyl)-succinimide 
• 882-21-3 phenyl-(1,3,3,3-tetrachloro-propyl)-ether 
• 101274-32-2 N-(1-phenoxy-ethyl)-phthalimide 
• 106165-16-6 acetaldehyde-(sec-butyl-phenyl-acetal) 
• 18414-96-5 triethyl-(1-phenoxy-ethoxy)-silane 
• 122-71-4 acetaldehyde diphenethylacetal 
• 101431-08-7 acetaldehyde-(phenethyl-phenyl-acetal) 
• 55087-78-0 7,10-diphenylfluoranthene 
• 19464-45-0 (2-phenoxy-ethyl)-triphenyl stannane 

Relevant articles and documents

The phenyl vinyl ether–methanol complex: A model system for quantum chemistry benchmarking

The structure of the isolated aggregate of phenyl vinyl ether and methanol is studied by combining a multi-spectroscopic approach and quantum-chemical calculations in order to investigate the delicate interplay of noncovalent interactions. The complementa

Synthesis of vinyl phenyl ether and its use for ammetric titration of silver(I)

Catalytic vinylation of phenol with acetylene at atmospheric pressure was studied. The yield of vinyl phenyl ether was determined as influenced by the solvent, reaction temperature, and catalyst amount. The mechanism of formation of vinyl phenyl ether was proposed. Ammetric titration of silver(I) with a solution of vinyl phenyl ether in nonaqueous acetic acid solutions was performed.

Reusable rhodium catalyst for the selective transvinylation of sp2-C linked carboxylic acid

The vinyl benzoate derivatives were successfully synthesized by the transvinylation reactions that vinyl group transferred from vinyl acetate to aromatic carboxylic acids with the recoverable catalyst RhCl3·3H2O. This catalyst features air stable and tolerance of water, good reusable ability, meanwhile, shows high selectivity for aromatic carboxylic acid in the presence of phenolic hydroxyl. With this method, a variety of vinyl benzoate derivatives can be produced with up to 95% yield.

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.