13720-91-7

Basic information

• Product Name: 4-ETHOXY-QUINOLINE
• Synonyms: 4-ETHOXY-QUINOLINE
• CAS NO: 13720-91-7
• Molecular Formula: C₁₁H₁₁NO
• Molecular Weight: 173.21114
• Mol File: 13720-91-7.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 262.8 °C at 760 mmHg
• Flash Point: 96.2 °C
• Appearance: /
• Density: 1.101 g/cm³
• Vapor Pressure: 0.0174mmHg at 25°C
• Refractive Index: 1.595
• CAS DataBase Reference: 4-ETHOXY-QUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-ETHOXY-QUINOLINE(13720-91-7)
• EPA Substance Registry System: 4-ETHOXY-QUINOLINE(13720-91-7)

Safety Data

• Hazardous Substances Data: 13720-91-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H11NO/c1-2-13-11-7-8-12-10-6-4-3-5-9(10)11/h3-8H,2H2,1H3

Upstream product

• 611-35-8 4-chloroquinoline 
• 64-17-5 ethanol 
• 141-52-6 sodium ethanolate 
• 529-37-3 4(1H)-quinolinone 
• 75-03-6 ethyl iodide 
• 13721-17-0 1-benzoyl-1,2-dihydro-quinoline-2-carbonitrile 
• 7647-01-0 hydrogenchloride 
• 4295-36-7 2,3-dihydroquinolin-4(1H)-one 
• 122-51-0 orthoformic acid triethyl ester 
• 578-68-7 4-aminoquinoline 
• 156-57-0 2-mercaptoethylamine hydrochloride 

Downstream Products

• 83-54-5 1-methyl-4-quinolone 
• 302357-97-7 4-ethoxy-2-methyl-2H-quinoline-1-carboxylic acid butylamide 
• 302357-95-5 4-ethoxy-2-methyl-2H-quinoline-1-carboxylic acid benzylamide 
• 302357-98-8 4-ethoxy-2-methyl-2H-quinoline-1-carboxylic acid p-tolylamide 
• 302357-99-9 4-ethoxy-2-methyl-2H-quinoline-1-carboxylic acid (4-methoxy-phenyl)-amide 
• 302358-01-6 4-ethoxy-2-p-tolyl-2H-quinoline-1-carboxylic acid isopropylamide 
• 302358-02-7 4-ethoxy-2-p-tolyl-2H-quinoline-1-carboxylic acid butylamide 
• 302358-00-5 4-ethoxy-2-p-tolyl-2H-quinoline-1-carboxylic acid benzylamide 
• 302358-03-8 4-ethoxy-2-p-tolyl-2H-quinoline-1-carboxylic acid p-tolylamide 
• 302358-04-9 4-ethoxy-2-p-tolyl-2H-quinoline-1-carboxylic acid (4-methoxy-phenyl)-amide 

Relevant articles and documents

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Cs2CO3-Promoted C?O Coupling Protocol Enables Solventless (Hetero)aryl Ether Synthesis under Air Atmosphere

In this work, a Cs2CO3-promoted synthetic approach was identified for (hetero)aryl ether synthesis via the C?O coupling of various (hetero)aryl chlorides and alcohols/phenol. To our delight, the reactions could be carried out under transition-metal-free and solvent-free conditions. Moreover, analytical-grade reagents and air atmosphere were readily tolerated. To showcase the practical usefulness of the present protocol, the assembly of a bioactive molecule was facilely realized and the gram-scale production of selected ether products was also efficiently accomplished. In addition, density functional theory (DFT) studies, along with a few mechanistic experiments, were conducted to elucidate a proposed reaction pathway and rationalize the pivotal role of Cs2CO3 in promoting this process. Hopefully, this work could provide useful information for researchers who are engaging in C?O cross-coupling reactions.

A new synthesis of functionalized imidazol-2-ones

The novel preparation of imidazol-2-ones in four steps from quinolines via an oxidative ring rearrangement is reported. (C) 2000 Elsevier Science Ltd.

Application of phase transfer catalysis in 4 hydroxyquinoline alkylation

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