53327-14-3

Basic information

• Product Name: 1-[2-(prop-2-en-1-yloxy)phenyl]ethanone
• CAS NO: 53327-14-3
• Molecular Formula: C₁₁H₁₂O₂
• Molecular Weight: 176.2118
• Mol File: 53327-14-3.mol
• Article Data: 42

Chemical Properties

• Boiling Point: 272°C at 760 mmHg
• Flash Point: 114.4°C
• Density: 1.018g/cm³
• Vapor Pressure: 0.00624mmHg at 25°C
• Refractive Index: 1.512
• CAS DataBase Reference: 1-[2-(prop-2-en-1-yloxy)phenyl]ethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[2-(prop-2-en-1-yloxy)phenyl]ethanone(53327-14-3)
• EPA Substance Registry System: 1-[2-(prop-2-en-1-yloxy)phenyl]ethanone(53327-14-3)

Safety Data

• Hazardous Substances Data: 53327-14-3(Hazardous Substances Data)

Usage

General Description

1-[2-(prop-2-en-1-yloxy)phenyl]ethanone, also known as Ethyl cinnamyl ketone, is an organic compound with the chemical formula C13H14O2. It is a pale yellow liquid with a sweet, balsamic, and floral fragrance, often used as a fragrance ingredient in perfumes and personal care products. It is derived from cinnamic acid and commonly used in the production of flavors and fragrances for its pleasant aroma. Ethyl cinnamyl ketone is also used in the synthesis of pharmaceuticals and other organic compounds due to its aromatic properties. However, it is important to note that this chemical is regulated in certain regions due to potential allergic or sensitizing effects.

Upstream product

• 118-93-4 o-hydroxyacetophenone 
• 107-18-6 allyl alcohol 
• 49645-89-8 o-Hydroxyacetophenone sodium salt 
• 106-95-6 allyl bromide 
• 582-24-1 1-phenyl-2-hydroxyethanone 
• 201659-88-3 o-allyloxyacetophenone oxime 
• 86717-90-0 2-(3-bromopropoxy)acetophenone 
• 110372-52-6 1-(2-Allyloxy-phenyl)-ethanone oxime 
• 69879-37-4 o-<1-<(trimethylsilyl)oxy>vinyl>phenyl allyl ether 

Downstream Products

• 866826-20-2 3-allyl-2-(2-chloroethoxy)acetophenone 
• 54337-20-1 3-allyl-2-allyloxyacetophenone 
• 866826-24-6 3-allyl-2-allyloxy-1-isopropenylbenzene 
• 95333-15-6 4-acetylbenzofuran 
• 1259485-79-4 2-(2'-allyloxy-3'-methoxyphenyl)-8-allyl-4-chromone 
• 1259485-81-8 2-(4'-allyloxy-3'-methoxyphenyl)-8-allyl-4-chromone 
• 1527478-10-9 1-(2-(allyloxy)phenyl)vinyl dimethylcarbamate 
• 1527477-80-0 (2E,4Z)-ethyl 5-(2-(allyloxy)phenyl)-5-(dimethylcarbamoyloxy)-3-(prop-1-en-2-yl)penta-2,4-dienoate 
• 74117-80-9 2-(2-Allyloxy-phenyl)-1-(2-isocyano-phenyl)-propan-2-ol 

Relevant articles and documents

Nickel Hydride Catalyzed Cleavage of Allyl Ethers Induced by Isomerization

This report discloses the deallylation of O - and N -allyl functional groups by using a combination of a Ni-H precatalyst and excess Bronsted acid. Key steps are the isomerization of the O - or N -allyl group through Ni-catalyzed double-bond migration followed by Bronsted acid induced O/N-C bond hydrolysis. A variety of functional groups are tolerated in this protocol, highlighting its synthetic value.

Visible Light Promoted Chan-Lam Reaction and Cycloaddition to Prepare Chromeno[4,3-c]isoxazolidines in One-Pot Reaction

A variety of chromeno[4,3-c]isoxazolidines were prepared in good yields through visible light promoted Chan-Lam reaction and [3+2] cycloaddition cascade reaction in one pot. Mechanistic studies showed that visible light promoted both Chan-Lam reaction and cycloaddition. The obtained products were converted to various useful chromenone derivatives. Moreover, the reaction was easily performed at gram scales with the purification of products without column chromatography and used to efficiently synthesize estrone-derived chromeno[4,3-c]isoxazolidine. (Figure presented.).

Highly regioselective O-allylation of phenol derivatives using MMZCu(I)Y catalyst

A clean and effective method has been developed for the regioselective of O-allylation of phenol derivatives using a recyclable Cu(I)-exchanged multi-size porous material. Ease of preparation of catalyst through simple solid-state exchange and its compatibility in producing excellent amount of O-allylated products and a plausible mechanistic pathway for the regioselectivity are highlighted. This reported procedure is not requiring any external stabilizing ligand for Cu(I) species and further purification of products.