20788-42-5

Basic information

• Product Name: ALLYL 2-CHLOROPHENYL ETHER
• Synonyms: ALLYL O-CHLOROPHENYL ETHER;ALLYL 2-CHLOROPHENYL ETHER;(2-Chlorophenyl)allyl ether;1-(Allyloxy)-2-chlorobenzene;1-Chloro-2-(allyloxy)benzene;1-chloro-2-prop-2-enoxybenzene
• CAS NO: 20788-42-5
• Molecular Formula: C₉H₉ClO
• Molecular Weight: 168.62
• Product Categories: monomer
• Mol File: 20788-42-5.mol
• Article Data: 23

Chemical Properties

• Boiling Point: 229.1°Cat760mmHg
• Flash Point: 97.4°C
• Appearance: /
• Density: 1.098g/cm³
• Vapor Pressure: 0.107mmHg at 25°C
• Refractive Index: 1.522
• CAS DataBase Reference: ALLYL 2-CHLOROPHENYL ETHER(CAS DataBase Reference)
• NIST Chemistry Reference: ALLYL 2-CHLOROPHENYL ETHER(20788-42-5)
• EPA Substance Registry System: ALLYL 2-CHLOROPHENYL ETHER(20788-42-5)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 20788-42-5(Hazardous Substances Data)

Usage

General Description

Allyl 2-chlorophenyl ether, also known as 2-chlorophenyl allyl ether, is a chemical compound with the molecular formula C9H9ClO. It is a colorless to light yellow liquid with a sweet, fruity odor, and is commonly used as a reagent in organic synthesis. Allyl 2-chlorophenyl ether is known for its ability to undergo nucleophilic substitution reactions, and is often utilized in the production of pharmaceuticals, fragrances, and other fine chemicals. It is important to handle this compound with care, as it may be harmful if swallowed, inhaled, or absorbed through the skin. Furthermore, it should be stored in a cool, dry, and well-ventilated area, away from sources of heat, sparks, and flames.

InChI:InChI=1/C9H9ClO/c1-2-7-11-9-6-4-3-5-8(9)10/h2-6H,1,7H2

Upstream product

• 95-57-8 2-monochlorophenol 
• 106-95-6 allyl bromide 
• 35535-81-0 sodium 2-chlorophenoxide 
• 107-05-1 3-chloroprop-1-ene 
• 7575-57-7 allyl benzenesulfonate 
• 51896-46-9 (Z)-1-chloro-2-(prop-1-en-1-yloxy)benzene 
• 98-09-9 benzenesulfonyl chloride 

Downstream Products

• 5348-07-2 2-chloro-6-(prop-2-en-1-yl)phenol 
• 28229-57-4 Dichloro-[3-(2-chloro-phenoxy)-propyl]-methyl-silane 
• 20788-43-6 1-allyloxy-2-chloro-4-chloromethylbenzene 
• 60333-67-7 [3-(2-chlorophenoxy)propyl]triethoxysilane 
• 7023-83-8 ethyl bis(methylsulfanyl)acetate 
• 77928-09-7 ethyl α-methylthio-4-allyloxy-3-chlorophenylacetate 
• 13524-73-7 3-methyl-2,3-dihydrobenzofuran 
• 4696-24-6 phenyl (Z)-1-propenyl ether 
• 1746-13-0 allyl phenyl ether 
• 51896-46-9 (Z)-1-chloro-2-(prop-1-en-1-yloxy)benzene 
• 16212-05-8 (allylsulfonyl)benzene 
• 95-57-8 2-monochlorophenol 
• 108-95-2 phenol 
• 65298-23-9 (2-chloro-phenoxy)-acetaldehyde 

Relevant articles and documents

Subsupercritical Water Generated by Inductive Heating Inside Flow Reactors Facilitates the Claisen Rearrangement

Claisen rearrangement of electron-deficient O-allylated phenols, including fluorine-modified phenols, is facilitated in aqueous media at high temperatures and pressures under flow conditions, as opposed to organic solvents. The O-allylation of phenols can be coupled with the Claisen rearrangement in an integrated flow system.

Chemoselective Epoxidation of Allyloxybenzene by Hydrogen Peroxide Over MFI-Type Titanosilicate

The chemoselective synthesis of 2-(phenoxymethyl)oxirane from allyloxybenzene is achieved with over 90 % yield in a sustainable reaction system using titanium-substituted silicalite-1 (TS-1) as a catalyst, hydrogen peroxide (H2O2) as an oxidant, and a mixture of MeOH/MeCN as a solvent at 40 °C. No acid-catalyzed side reactions prompted by the Lewis acidity of the Ti active site in TS-1 are observed. The TS-1 catalyst can also promote the formation of oxiranes from various p-substituted allyloxybenzenes in good yields. The reaction mechanism is investigated through the reaction with other allyloxy compounds. The results, which are supported by DFT calculations, indicate that an active species of Ti peroxides formed from the reaction of TS-1 with H2O2 selectively oxidizes the allyloxybenzene to 2-(phenoxymethyl)oxirane.

Nano-dispersed platinum(0) in organically modified silicate matrices as sustainable catalysts for a regioselective hydrosilylation of alkenes and alkynes

Nano-dispersed platinum(0) particles stabilized in a range of organically modified silicate (ORMOSIL) matrices are investigated as sustainable catalysts for the hydrosilylation of alkenes and alkynes. In this study, five different siloxane matrices including triethoxysilane (HTEOS), methyltriethoxysilane (MTES), ethyltriethoxysilane (ETES), triethoxyvinylsilane (TEVS) and propyltriethoxysilane (PTES) are investigated, and the distribution of the metal particles in these materials analyzed by transition electron microscopy (TEM). The particles appeared to be generally of a small size, with a diameter of ca. 2-5 nm in each of these catalysts, however the distribution is not equally uniform from one matrix to the other. HTEOS, MTES and ETES that respectively carry a hydrogen, a methyl and an ethyl group on the triethoxysilane moiety, displayed a more uniform distribution, while particles appeared to be more scattered in the remaining matrices. Catalysts with a uniform particles distribution produced higher and consistent yields, while those with poor particles distribution produced lower and almost random yields, suggesting that the uniformity in particle distribution, and by extension the nature of the siloxane matrix, are important for the catalytic properties of these materials. The scope of the reaction was broadened to a range of olefins, with a goal of investigating the tolerability of the reaction toward a number of reactive functional groups, resulting in the preparation of 28 compounds. This catalytic system also enabled the hydrosilylation of a limited number of alkynes under the optimized reaction conditions.