95851-33-5Relevant articles and documents
Hydrophobic effect and substrate specificity in reaction of thioester and amine in water
Torihata, Atsushi,Kuroda, Chiaki
experimental part, p. 1534 - 1538 (2011/02/23)
The extent of hydrophobic effect in amidation reaction of alkyl thioester with alkylamine in water was studied. The yield of the products was primarily dependent on the alkyl group of amine. For example, the reaction of S-dodecyl dodecanethioate with dodecylamine proceeded in good yield, while the reaction did not occur with cyclohexylamine, piperidine, and dipropylamine. The effect of chain length of n-alkylamine was studied to suggest the presence of hydrophobic effect. The yield of amide also depended on the alkyl group of the thioester secondarily, but the effect was smaller than amine.
