1555-94-8

Basic information

• Product Name: 8-ETHOXYQUINOLINE
• Synonyms: 8-ETHOXYQUINOLINE
• CAS NO: 1555-94-8
• Molecular Formula: C₁₁H₁₁NO
• Molecular Weight: 173.21
• EINECS: 216-308-5
• Mol File: 1555-94-8.mol
• Article Data: 9

Chemical Properties

• Melting Point: 285 °C
• Boiling Point: 294.4 °C at 760 mmHg
• Flash Point: 108 °C
• Appearance: colorless or yellow liquid
• Density: 1.101 g/cm³
• Vapor Pressure: 0.00286mmHg at 25°C
• Refractive Index: 1.595
• PKA: 3.40±0.17(Predicted)
• CAS DataBase Reference: 8-ETHOXYQUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 8-ETHOXYQUINOLINE(1555-94-8)
• EPA Substance Registry System: 8-ETHOXYQUINOLINE(1555-94-8)

Safety Data

• Statements: 20/21/22
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 1555-94-8(Hazardous Substances Data)

Usage

General Description

8-Ethoxyquinoline is a chemical compound with the molecular formula C11H9NO. It is a heterocyclic aromatic compound that contains a quinoline ring and an ethoxy group. 8-Ethoxyquinoline is commonly used as a chelating agent and is known for its ability to bind to metal ions, particularly those of transition metals. It is often utilized in industrial and academic research settings as a fluorescent probe for metal cations, such as zinc and copper. Additionally, 8-ethoxyquinoline has been found to exhibit antimicrobial and antifungal properties, making it a potential candidate for use in pharmaceuticals and agricultural applications. Overall, its unique chemical and biological properties make 8-ethoxyquinoline a versatile and valuable compound in various scientific and industrial fields.

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

Upstream product

• 148-24-3 8-quinolinol 
• 74-96-4 ethyl bromide 
• 80-40-0 ethyl ester of p-toluenesulfonic acid 
• 56-81-5 glycerol 
• 94-70-2 ortho-phenitidine 
• 75-03-6 ethyl iodide 
• 624-67-9 Propargylic aldehyde 
• 107-02-8 acrolein 
• 103502-43-8 8-ethoxy-1,2,3,4-tetrahydroquinoline 
• 515-46-8 Ethyl benzenesulfonate 

Downstream Products

• 101422-06-4 8-ethoxy-5-bromo-quinoline 
• 521-74-4 broxyquinoline 
• 19746-57-7 8-ethoxy-5-nitroquinoline 
• 103906-33-8 8-ethoxy-5,7-dinitro-quinoline 
• 4008-48-4 nitroxoline 
• 75793-53-2 8-ethoxy-quinolin-5-ylamine 
• 15301-40-3 actinoquinol 
• 113037-90-4 8-ethoxy-1-(toluene-2-sulfonyl)-quinolinium; chloride 
• 113038-55-4 8-ethoxy-1-(toluene-4-sulfonyl)-quinolinium; chloride 
• 110154-38-6 8-ethoxy-1-benzyl-quinolinium; chloride 

Relevant articles and documents

8-ALKOXYQUINOLINIUM AND 8-ALKOXY-N-ALKYLQUINOLINIUM SALTS AND THEIR

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Silver-catalyzed oxidative coupling of aniline and ene carbonyl/acetylenic carbonyl compounds: An efficient route for the synthesis of quinolines

An efficient silver-mediated coupling of aniline with ene carbonyl/acetylenic carbonyl compounds for the synthesis of quinolines is reported. The transformation is effective for a broad range of substrates, thus enabling the expansion of substituent architectures on the heterocyclic framework. The electronic properties of the substituents on the amine have been investigated. It was found that molecules with both electron-donating and electron-withdrawing substituents were suitable substrates for this transformation, and the expected products were obtained in moderate to excellent yields. The use of a single catalytic system to mediate chemical transformations in a synthetic operation is important for the development of new atom-economic strategies and this strategy is efficient in building complex structures from simple starting materials in an environmentally benign fashion.

In vitro studies of the antibacterial and antifungal activity of oxime and its derivatives

Twenty-one derivatives of 8-hydroxyquinoline (oxine, 8H, CAS 148-24-3) were prepared and characterized by UV, IR, MS and NMR spectroscopy. Four of these derivatives, N-butyl, 8-butyloxyquinolinium bromide (HBD), 8-pentyloxyquinoline (HPEM), N-pentyl, 8-pentyloxyquinolinium bromide (HPED) and N-benzyl, 8-benzyloxy quinolinium chloride (HBED) are new and reported for the first time. The antimicrobial activity of these compounds was carried out in vitro against 11 Gram positive and 18 Gram negative bacteria, and 18 fungi including 9 dermatophytes, 7 other filamentous fungi and 2 Candida species. Three compounds namely, HPRD, HPED and HBED were found to possess significant antibacterial activity in order of HPED > HPRD > HBED, whereas 4 were found to possess significant antifungal activity in order of 8H > HT > HPEM > 8B.