1957Journal of the American Oil Chemists SocietyRequires access

The chemistry of lauric acid‐diethanolamine condensation products

Harry Harrison Kroll, H. G. Nadeau

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Abstract

Summary The reaction of lauric acid with diethanolamine in the presence of excess alkylolamine results initially in the formation of N,N′‐bis(2‐hydroxyethyl)lauramide. This compound is responsible for the surface‐active properties of the alkanolamides. Under the conditions of the reaction the amide undergoes a thermal rearrangement to the lauroyl ester of diethanolamine, which in turn is converted to the dilauroyl amido ester of diethanolamine. The excess diethanolamine converts both amino ester and amido ester to N,N′‐bis(2‐hydroxyethyl)lauramide.

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Summary The reaction of lauric acid with diethanolamine in the presence of excess alkylolamine results initially in the formation of N,N′‐bis(2‐hydroxyethyl)lauramide. This compound is responsible for the surface‐active properties of the alkanolamides. Under the conditions of the reaction the amide undergoes a thermal rearrangement to the lauroyl ester of diethanolamine, which in turn is converted to the dilauroyl amido ester of diethanolamine. The excess diethanolamine converts both amino ester and amido ester to N,N′‐bis(2‐hydroxyethyl)lauramide.

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Available abstract

Summary The reaction of lauric acid with diethanolamine in the presence of excess alkylolamine results initially in the formation of N,N′‐bis(2‐hydroxyethyl)lauramide. This compound is responsible for the surface‐active properties of the alkanolamides. Under the conditions of the reaction the amide undergoes a thermal rearrangement to the lauroyl ester of diethanolamine, which in turn is converted to the dilauroyl amido ester of diethanolamine. The excess diethanolamine converts both amino ester and amido ester to N,N′‐bis(2‐hydroxyethyl)lauramide.

Key concepts: Diethanolamine, Chemistry, Amide, Lauric acid, Organic chemistry, Condensation reaction, Polymer chemistry, Medicinal chemistry

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