1074-56-2

Basic information

• Product Name: 4-CHLOROPHENYLVINYLETHER
• Synonyms: 4-CHLOROPHENYLVINYLETHER;(p-Chlorophenyl)vinyl ether;1-(Vinyloxy)-4-chlorobenzene;Vinyl(4-chlorophenyl) ether
• CAS NO: 1074-56-2
• Molecular Formula: C₈H₇ClO
• Molecular Weight: 154.59
• Mol File: 1074-56-2.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-CHLOROPHENYLVINYLETHER(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHLOROPHENYLVINYLETHER(1074-56-2)
• EPA Substance Registry System: 4-CHLOROPHENYLVINYLETHER(1074-56-2)

Safety Data

• Hazardous Substances Data: 1074-56-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4-Chlorophenylvinylether is used as a chemical intermediate for the synthesis of various pharmaceuticals. Its reactivity allows for the creation of a diverse array of organic compounds that can be utilized in the development of new drugs and medicinal agents.
Used in Agrochemical Industry:
In the agrochemical sector, 4-Chlorophenylvinylether serves as an intermediate for the production of various agrochemicals. Its ability to participate in different chemical reactions enables the synthesis of compounds that can be used in the development of pesticides, herbicides, and other agricultural chemicals to enhance crop protection and yield.
Used in Organic Compounds Synthesis:
4-Chlorophenylvinylether is used as a versatile building block in the synthesis of a wide range of organic compounds. Its presence in nucleophilic substitution and polymerization reactions contributes to the formation of complex organic molecules that can be applied across various industries, including materials science, chemical manufacturing, and specialty chemicals production.

Upstream product

• 75-01-4 chloroethylene 
• 1193-00-6 sodium 4-chlorophenolate 
• 3284-79-5 3-(4-chlorophenoxy)propionic acid 
• 108-05-4 vinyl acetate 
• 106-48-9 4-chloro-phenol 
• 106-93-4 ethylene dibromide 
• 34649-14-4 p-vinyloxybenzenediazonium chloride 
• 13001-28-0 1-chloro-4-(2-chloroethoxy)-benzene 
• 2033-76-3 1-(2-bromoethoxy)-4-chlorobenzene 

Downstream Products

• 3769-30-0 4-chloro-1-α-chloroethoxybenzene 
• 3769-34-4 (4-Chlor-phenyl)-(1,2-dichlor-aethyl)-aether 
• 17204-68-1 1-chloro-4-cyclopropoxybenzene 
• 19035-40-6 1,1-Dichlor-2-(4-chlor-phenoxy)-cyclopropan 
• 91822-40-1 1,2,3,4,7,7-Hexachlor-5-(4-chlor-phenoxy)-bicyclo <2.2.1> hepten-(2) 
• 79798-63-3 1-Chloro-4-(2-ethoxy-cyclobutoxy)-benzene 
• 63053-34-9 1-Chlor-2-phenylsulfonylethyl-p-chlorphenylether 
• 106-48-9 4-chloro-phenol 
• 111862-37-4 1-Chloro-4-((E)-2-thiocyanato-vinyloxy)-benzene 
• 63053-51-0 trans-Phenylsulfonylvinyl-p-chlorphenylether 
• 122023-60-3 4-chlorophenoxyoxirane 
• 117951-06-1 2-Chloro-2-(4-chloro-phenoxy)-ethanesulfonyl fluoride 
• 89249-64-9 3-Benzhydryl-5-(4-chloro-phenoxy)-4,5-dihydro-isoxazole 
• 120166-38-3 1-chloro-1-p-chlorophenoxy-2-(p-bromophenylseleno)ethane 

Relevant articles and documents

A mild and efficient protocol for the conversion of carboxylic acids to olefins by a catalytic decarbonylative elimination reaction

A new method for the conversion of aliphatic carboxylic acids to olefins under unprecedented mild conditions is disclosed, wherein the carboxylic acids are converted in situ with pivalic anhydride to the mixed anhydrides, which regioselectively add to a PdCl2-DPE-Phos catalyst. At a temperature of only 110°C, smooth decarbonylation and β-hydride elimination occur, and the corresponding olefins along with CO, CO2 and pivalic acid are liberated.

Fe-Catalyzed dicarbofunctionalization of electron-rich alkenes with Grignard reagents and (fluoro)alkyl halides

An iron-catalyzed regioselective dicarbofunctionalization of electron-rich alkenes is described. In particular, aryl- and alkyl vinyl ethers are used as effective linchpins to couple alkyl or (fluoro)alkyl halides and sp2-hybridized Grignard nucleophiles.

Reductive C-O, C-N, and C-S Cleavage by a Zirconium Catalyzed Hydrometalation/β-Elimination Approach

A zirconium catalyzed reductive cleavage of Csp3 and Csp2 carbon-heteroatom bonds is reported that makes use of a tethered alkene functionality as a traceless directing group. The reaction is successfully demonstrated on C-O, C-N, and C-S bonds and proposed to proceed via a hydrozirconation/β-heteroatom elimination sequence of an in situ formed zirconium hydride catalyst. The positional isomerization of the catalyst further enables the cleavage of homoallylic ethers and the removal of terminal allyl and propargyl groups.

Solid-phase organic synthesis of aryl vinyl ethers using sulfone-linking strategy

A novel facile solid-phase organic synthesis of aryl vinyl ethers by reaction of polystyrene-supported 2-phenylsulfonylethanol with phenols under Mitsunobu conditions and subsequent elimination reaction with DBU has been developed. The advantages of this method include straightforward operation, good yield and high purity of the products. Alternatively, a typical example of Suzuki coupling reaction on-resin was further applied to prepare 4-phenylphenyl vinyl ether for extending this method.

Solid-Phase synthesis of aryl vinyl ethers based on polystyrenesupported aβ-phenylselenoethanol

A novel facile solid-phase organic synthesis of aryl vinyl ethers by reaction of polystyrene-supported β-phenylselenoethanol with phenols under Mitsunobu conditions and subsequent oxidation-elimination with 30% hydrogen peroxide has been developed. The ad

β-Phenylselenoethanol, an efficient reagent for the one-pot synthesis of aryl vinyl ethers

β-Phenylselenoethanol was treated with phenols under Mitsunobu conditions and subsequent oxidation-elimination with 30% hydrogen peroxide furnished aryl vinyl ethers with good yields (85-90%) in a one-pot, two-step transformation.

Efficient synthesis of aryl vinyl ethers exploiting 2,4,6- trivinylcyclotriboroxane as a vinylboronic acid equivalent

The synthesis of functionalized aryl vinyl ether derivatives can be readily achieved utilizing a room-temperature copper(II) acetate mediated coupling of substituted phenols with 2,4,6-trivinylcyclotriboroxane-pyridine complex in the presence of a suitable base. The scope of the procedure was demonstrated by the generation of an array of substituted aryl vinyl ethers. The reaction was seen to be tolerant of a diverse range of functional groups yielding products in high isolated yields. We have shown that one role of an amine base in the reaction sequence is the in situ generation of an amine coordinated boroxine ring. An X-ray crystal structure and low temperature 11B NMR study of 2,4,6-trivinylcyclotriboroxane-pyridine complex demonstrated the nature of the tetracoordinate boron species, which may have a key role to play within the reaction sequence.

VINYLOXYBENZENEDIAZONIUM CHLORIDE IN AZO COUPLING AND IN EXCHANGE OF THE DIAZO GROUP WITH NUCLEOPHILIC REAGENTS

In the reaction of vinyloxybenzenediazonium ion with aromatic amines conditions were found for the C-coupling reaction in an aqueous methanol medium, and a series of new amino- and dialkylamino-substituted vinyl ethers of azobenzenes were synthesized.Treatment of solutions of vinyloxybenzenediazonium chloride with copper chlorides or cyanides leads to the addition of Cl- or CN- in the aromatic ring with the elimination of nitrogen, and the reaction of vinyloxybenzenediazonium ion with the chloride ion is complicated by side processes in the vinyloxy group.A method is developed for the synthesis of m- and p-vinyloxycyanobenzenes.