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Basic hydrolysis of glyceryl nitrate esters. I. 1-glyceryl and 2-glyceryl nitrate esters
Authors:C Capellos  W J Fisco  C Ribaudo  V D Hogan  J Campisi  F X Murphy  T C Castorina  D H Rosenblatt
Abstract:Kinetics of the basic hydrolysis of 1-glyceryl mononitrate (1-MNG) and 2-glyceryl mononitrate (2-MNG) were investigated in CO2-free aqueous calcium hydroxide solutions. The hydrolysis reactions were carried out in a temperature-controlled reactor vessel with provision for continuous N2 sparging of the reaction mixture. Both glyceryl nitrate esters hydrolyzed via second-order reaction at 25°C. 2-MNG in calcium hydroxide solution isomerized to 1-MNG, which subsequently hydrolyzed to form NOurn:x-wiley:05388066:media:KIN550140809:tex2gif-stack-1. In strongly basic aqueous solutions of NaOH (30%), 2-MNG is converted to glycidol and NOurn:x-wiley:05388066:media:KIN550140809:tex2gif-stack-2.
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