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Relationship between structure and retention index for N-substituted amides of aliphatic acids on a non-polar column

✍ Scribed by Waldemar Krawcyzk; Grzegorz T. Piotrowski


Book ID
104145705
Publisher
Elsevier Science
Year
1989
Tongue
English
Weight
527 KB
Volume
463
Category
Article
ISSN
1873-3778

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✦ Synopsis


The retention indices of 100 amides of aliphatic acids (RI-CO-NHR') divided into ten series depending on the substituent R' at the carboxylic carbon atom or the substituent R2 at the nitrogen atom, each containing the same set of ten substituents at the second site, have been measured on a non-polar GE SE-30 column. A relationship between the retention index of the amide and the number of primary, secondary, tertiary and quaternary carbon atoms in the molecule has been found. The retention indices obtained were correlated with those of corresponding simple model compounds, such as substituted hydrocarbons (RI-H and R*-H) and amines (R2-NH2). The good linear correlations obtained indicate that, for prediction of retention indices of amides the correlation method should be used instead of the additivity rule. Retention indices of amides were found to obey a two-parameter linear equation with the retention indices of corresponding model compounds as independent variables.