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Basic hydrolysis of glyceryl nitrate esters. II. 1,2‐glyceryl and 1, 3‐glyceryl dinitrate 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 - 1984
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.550160807
Subject(s) - chemistry , hydrolysis , calcium hydroxide , organic chemistry , aqueous solution
Abstract Kinetics of the basic hydrolysis of 1,2‐glyceryl dinitrate (1,2‐DNG) and 1,3‐glyceryl dinitrate (1,3‐DNG) esters 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 dinitrate esters hydrolyzed via second‐order reaction at 25°C. 1,2‐DNG in basic solutions isomerized to 1,3‐DNG which subsequently hydrolyzed to yield products. The main hydrolysis product of 1,3‐DNG was identified as glycidyl nitrate. Other products formed during the basic hydrolysis of DNGs were nitrites and nitrates.