Effect of Electrophilic and Electrodotic Groups on the Titration of Amides and Other Weak Bases

The effect of electrophilic and electrodotic groups on the titration of amides in acetic anhydride and combinations of acetic anhydride with chloroform and acetone has been demonstrated. The presence of electrodotic groups enhanced the potentiometric end point, whereas electrophilic groups usually d...

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Bibliographic Details
Published in:Journal of pharmaceutical sciences 1964-11, Vol.53 (11), p.1306-1308
Main Authors: Chatten, Leslie G., Orbeck, Connie K.
Format: Article
Language:English
Subjects:
Amides
Analgesics
Anesthetics, Local
Anilides
Chemistry Techniques, Analytical
Chemistry, Pharmaceutical
Old Medline
Pharmacy
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Summary:The effect of electrophilic and electrodotic groups on the titration of amides in acetic anhydride and combinations of acetic anhydride with chloroform and acetone has been demonstrated. The presence of electrodotic groups enhanced the potentiometric end point, whereas electrophilic groups usually depressed the end point to such an extent that the compound was not titratable. Similar behavior was noted with acetanilide and its derivatives. Examination of the potentiometric first derivative showed an enhancement of the end point when electron donating groups were present.
ISSN:0022-3549
1520-6017
DOI:10.1002/jps.2600531104