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Basic hydrolysis of glyceryl nitrate esters. I. 1‐glyceryl and 2‐glyceryl nitrate esters
Author(s) -
Capellos C.,
Fisco W. J.,
Ribaudo C.,
Hogan V. D.,
Campisi J.,
Murphy F. X.,
Castorina T. C.,
Rosenblatt D. H.
Publication year - 1982
Publication title -
international journal of chemical kinetics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.341
H-Index - 68
eISSN - 1097-4601
pISSN - 0538-8066
DOI - 10.1002/kin.550140809
Subject(s) - chemistry , hydrolysis , calcium hydroxide , aqueous solution , hydroxide , nitrate , organic chemistry , chromatography , inorganic chemistry
Abstract Kinetics of the basic hydrolysis of 1‐glyceryl mononitrate (1‐MNG) and 2‐glyceryl mononitrate (2‐MNG) were investigated in CO 2 ‐free aqueous calcium hydroxide solutions. The hydrolysis reactions were carried out in a temperature‐controlled reactor vessel with provision for continuous N 2 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 NO 3 − . In strongly basic aqueous solutions of NaOH (30%), 2‐MNG is converted to glycidol and NO 3 − .