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Thermal reactions of fatty acids with diethylene triamine
Author(s) -
Wu Yinqiu,
Herrington Philip R.
Publication year - 1997
Publication title -
journal of the american oil chemists' society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.512
H-Index - 117
eISSN - 1558-9331
pISSN - 0003-021X
DOI - 10.1007/s11746-997-0120-2
Subject(s) - chemistry , reactivity (psychology) , amine gas treating , primary (astronomy) , steric effects , organic chemistry , hydrolysis , medicinal chemistry , medicine , physics , alternative medicine , pathology , astronomy
The relative reactivities of the primary and secondary amino groups of diethylene triamine with fatty acids depend on the thermal reaction conditions. Without solvents, the primary amines are more reactive than the secondary amine for steric reasons, and the reaction results mainly in the 1,3‐diamide. However, in dilute solution, the secondary amine shows higher reactivity than the primary amines, and the reaction proceeds probably by way of the 1,2‐diamide, which forms imidazolines under much milder conditions than from the 1,3‐diamide. The hydrolysis of imidazoline to the 1,2‐diamide as the major product confirmed the higher reactivity of the secondary amine.