13337-79-6

Basic information

• Product Name: 1-Ethylpyridone
• Synonyms: 1-Ethylpyridone;1-Ethyl-1,2-dihydropyridine-2-one;1-Ethyl-2(1H)-pyridone;1-Ethylpyridine-2(1H)-one;2(1H)-Pyridinone, 1-ethyl-
• CAS NO: 13337-79-6
• Molecular Formula: C₇H₉NO
• Molecular Weight: 123.15
• Mol File: 13337-79-6.mol

Chemical Properties

• Boiling Point: 270.5°Cat760mmHg
• Flash Point: 127.4°C
• Appearance: /
• Density: 1.042g/cm³
• Vapor Pressure: 0.00682mmHg at 25°C
• Refractive Index: 1.509
• PKA: 0.31±0.20(Predicted)
• CAS DataBase Reference: 1-Ethylpyridone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Ethylpyridone(13337-79-6)
• EPA Substance Registry System: 1-Ethylpyridone(13337-79-6)

Safety Data

• Hazardous Substances Data: 13337-79-6(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 45, p. 4508, 1980 DOI: 10.1021/jo01310a052

InChI:InChI=1/C7H9NO/c1-2-8-6-4-3-5-7(8)9/h3-6H,2H2,1H3

Upstream product

• 142-08-5 2-Pyridone 
• 75-03-6 ethyl iodide 
• 536-90-3 m-Anisidine 
• 120952-16-1 2-(2,4-dinitrophenoxy)-N-ethylpyridinium tetraphenylborate 
• 74925-37-4 ethyl 2-methoxypyridine-5-carboxylate 
• 74357-22-5 methyl-6-ethoxynicotinate 
• 104-94-9 4-methoxy-aniline 
• 99-98-9 4-amino-N,N-dimethylaniline 
• 62-53-3 aniline 
• 108-44-1 1-amino-3-methylbenzene 
• 106-50-3 1,4-phenylenediamine 
• 109-04-6 2-bromo-pyridine 
• 1628-89-3 2-methoxypyridine 
• 74-96-4 ethyl bromide 

Downstream Products

• 19006-71-4 1-Ethyl-pyridthion-(2) 
• 14529-55-6 3,5-dibromo-1-ethyl-2-pyridone 
• 77555-16-9 3-cyclohexyl-N-ethyl-2-pyridone 
• 77555-17-0 5-cyclohexyl-N-ethyl-2-pyridone 
• 63756-59-2 3-bromo-1-ethylpyridin-2(1H)-one 
• 63785-87-5 5-bromo-1-ethyl-1,2-dihydropyridin-2-one 
• 100474-00-8 2-Ethyl-2-aza-bicyclo[2.2.0]hex-5-en-3-one 
• 75-04-7 ethylamine 

Relevant articles and documents

Selective alkylation of 2-pyridone in solvent-free conditions

Alkylation of 2-pyridone has been performed in solvent-free conditions. The effect of base, phase transfer agent, and alkylation agent has been discussed.

Microwave assisted rapid preparation of N-alkyl-2-pyridones under neutral conditions by Hilbert-Johnson reaction

The reactions of 2-methoxypyridine with haloalkanes without solvent and catalyst under microwave irradiation (100-200 °C, 5 min) yielded the corresponding N-alkyl-2(1H)-pyridones in good to moderate yields. However, the reactions were sensitive to length of haloalkanes. In contrast, the reactions of 2-alkoxypyridines with corresponding iodoalkanes under microwave irradiation (150 °C) proceeded rapidly without catalyst and solvent, and were complete within 5 min to afford N-alkyl-2(1H)-pyridones in good to excellent yields. The Japan Institute of Heterocyclic Chemistry.

KINETICS OF THE REACTION OF 2-(2,4-DINITROPHENOXY)-N-ETHYLPYRIDINIUM TETRAPHENYLBORATE WITH AROMATIC AMINES IN ACETONITRILE

The reactions of 2-(2,4-dinitrophenoxy)-N-ethylpyridinium salts with arylamines take place by nucleophilic substitution at a carbon atom of the benzene ring with the formation of 2,4-dinitrodiphenylamine derivatives.The sensitivity coefficient (ρ0) to the induction effect of the substituents in the arylamine does not depend on the temperature in the range of 10-55 deg C and is equal to -6.89.The constant of the leaving group (τAr) for the 2-hydroxy-N-ethylpyridinium cation amounts to 1.66.

EFFECT OF THE NATURE OF THE LEAVING GROUP IN REACTIONS OF 2-X-N-ETHYLPYRIDINIUM SALTS WITH AMINES IN ACETONITRILE

The rate-determining stage in the nucleophilic substitution reactions of 2-X-N-ethylpyridinium salts with piperidine in acetonitrile changes, depending on the nature of the leaving group X.In the case where X = Hlg the controlling stage is the formation of the C-N bond.When X = 4-NO2C6H4O3, 3,4-(NO2)2C6H3O, and 2,6-(NO2)2C6H3O, nucleophilic substitution at the carbon atom is controlled by cleavage of the C-X bond.Nucleophilic substitution at a carbon atom of the benzene ring predominates in the reaction of 2-(2,4-dinitrophenoxy)-N-ethylpyridinium salt with piperidine.