717-21-5

Basic information

• Product Name: 3-(2-furyl)acrylophenone
• Synonyms: 3-(2-furyl)acrylophenone;1-Phenyl-3-(2-furanyl)-2-propene-1-one;2-(3-Oxo-3-phenyl-1-propenyl)furan;3-(2-Furanyl)-1-phenyl-2-propen-1-one;3-(2-Furyl)-1-phenyl-2-propene-1-one;ω-Furfuralacetophenone;2-Propen-1-one, 3-(2-furanyl)-1-phenyl-;(E)-3-(2-furyl)-1-phenyl-prop-2-en-1-one
• CAS NO: 717-21-5
• Molecular Formula: C₁₃H₁₀O₂
• Molecular Weight: 198.2173
• EINECS: 211-940-8
• Mol File: 717-21-5.mol
• Article Data: 43

Chemical Properties

• Melting Point: 47°C
• Boiling Point: 317°C (estimate)
• Flash Point: 155.2°C
• Appearance: /
• Density: 1.1140
• Vapor Pressure: 0.000138mmHg at 25°C
• Refractive Index: 1.5954 (estimate)
• CAS DataBase Reference: 3-(2-furyl)acrylophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2-furyl)acrylophenone(717-21-5)
• EPA Substance Registry System: 3-(2-furyl)acrylophenone(717-21-5)

Safety Data

• Hazardous Substances Data: 717-21-5(Hazardous Substances Data)

Usage

General Description

3-(2-furyl)acrylophenone is a chemical compound that belongs to the group of acrylophenone derivatives. It is an organic compound that is commonly used in the synthesis of other organic compounds and as a building block for the preparation of various pharmaceuticals and agrochemicals. This chemical is characterized by its aromatic furan ring and α,β-unsaturated carbonyl group, which gives it unique reactivity and properties. 3-(2-furyl)acrylophenone has been studied for its potential biological activities, including anti-inflammatory, anticancer, and antimicrobial properties. With its versatile structure and potential applications, this compound is of interest to researchers in various fields of chemistry and pharmaceutical science.

InChI:InChI=1/C13H10O2/c1-2-12(14)10-5-3-6-11(9-10)13-7-4-8-15-13/h2-9H,1H2

Upstream product

• 98-01-1 furfural 
• 98-86-2 acetophenone 
• 13735-78-9 1-phenyl-2-(trimethylsilyl)ethanone 
• 80671-28-9 furan-2-yl(trimethylsilyl)methanone 
• 98-00-0 (2-furyl)methyl alcohol 
• 98-85-1 1-Phenylethanol 
• 536-74-3 phenylacetylene 
• 87831-11-6 3-(2-furyl)-3-hydroxy-1-phenyl-propan-1-one 
• 199443-91-9 3-(furan-2-yl)-1-phenyl-3-(phenylsulfonyl)propan-1-one 
• 111393-11-4 3-(furan-2-yl)-1-phenylprop-2-en-1-ol 
• 70-11-1 α-bromoacetophenone 
• 13735-81-4 1-styrenyloxytrimethylsilane 

Downstream Products

• 6336-53-4 4,7-dioxo-7-phenylheptanoic acid 
• 1124383-32-9 3-(allylthio)-3-(furan-2-yl)-1-phenylpropan-1-one 
• 1124383-40-9 diethyl 2-allyl-2-[1-(furan-2-yl)-3-oxo-3-phenylpropyl]malonate 
• 1124383-43-2 diethyl 2-(but-3-enyl)-2-[1-(furan-2-yl)-3-oxo-3-phenylpropyl]malonate 
• 1233334-62-7 4-(furan-2-yl)-7,7-dimethyl-2-phenyl-4,6,7,8-tetrahydroquinolin-5(1H)-one 
• 1262037-02-4 (2-(ethylthio)-4-(furan-2-yl)-6-hydroxy-1,3-phenylene)bis(phenylmethanone) 
• 1264263-25-3 7-(1-(furan-2-yl)-3-oxo-3-phenylpropyl)-5-phenyl-6-(p-tolyl)-2,3,6,7-tetrahydrofuro[3,2-c]pyridin-4(5H)-one 
• 765925-97-1 3-{1-[4-(aminocarbonyl)phenyl]-5-phenyl-1H-pyrrol-2-yl}propanoic acid 
• 1208315-38-1 3-(1-(4-carbamoyl-2-methylphenyl)-5-phenyl-1H-pyrrol-2-yl)propanoic acid 
• 58412-71-8 ethyl 4,7-dioxo-7-phenylheptanoate 
• 2207-63-8 3-(2-furyl)-1-phenyl-1-propanone 
• 1422746-97-1 5-(2-furyl)-7-phenyl-5,6-dihydroquinazolin-4(3H)-one 
• 1421706-76-4 1-(1-(furan-2-yl)-3-oxo-3-phenylpropyl)pyrrolidine-2,5-dione 
• 16860-68-7 5-(furan-2-yl)-1,3-diphenyl-1H-pyrazole 

Relevant articles and documents

Cascade Reaction of α, β-Unsaturated Ketones and 2-Aminoaryl Alcohols for the Synthesis of 3-Acylquinolines by a Copper Nanocatalyst

3-Acylquinolines possess widespread applications in functional chemicals. However, the convenient and selective synthesis of such important substructures has to date remained a challenge. Herein, we report a method to access 3-acylquinolines from α, β-unsaturated ketones and 2-aminoaryl alcohols in one pot with a copper nanocatalyst supported on nitrogen-silica-doped carbon (Cu/N?SiO2?C). Mechanistically, the construction of the product involves a cascade procedure including radical-type oxidation of 2-aminoaryl alcohols, aza-Michael addition and annulation. This developed protocol proceeds with merits of mild reaction conditions, good functional group tolerance, earth-abundant and reusable copper catalyst, easily available stocks and O2 as the sole oxidant, which provides an alternative way for the sustainable synthesis of quinoline derivatives. (Figure presented.).

TBHP/Cu(OAc)2 mediated oxidation of pyrazolines: A convenient method for the preparation of pyrazoles

An efficient and simple oxidative protocol has been developed for the preparation of pyrazoles from pyrazolines mediated by TBHP/Cu(OAc)2 at room temperature. The present protocol has been successfully applied for the preparation of various pyrazole compounds from heterocyclic pyrazolines.

Potassium Base-Catalyzed Michael Additions of Allylic Alcohols to α,β-Unsaturated Amides: Scope and Mechanistic Insights

We report herein the first KHMDS-catalyzed Michael additions of allylic alcohols to α,β-unsaturated amides through allylic isomerization. The reaction proceeds smoothly in the presence of only 5 mol% of KHMDS to afford a variety of 1,5-ketoamides in high yields. Mechanistic investigations, including experimental and computational studies, reveal that the KHMDS-catalyzed in-situ generation of the enolate from the allylic alcohol through a tunneling-assisted 1,2-hydride shift is the key to the success of this transformation. (Figure presented.).