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The Synthesis and Isolation of N-tert-Butyl-2-phenylsuccinamic Acid and N-tert-Butyl-3-phenylsuccinamic Acid. An Undergraduate Organic Chemistry Laboratory Experiment

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Victor Cesare , Ishwar Sadarangani , Janet Rollins and Dennis Costello

Department of Chemistry, St. John''s University, Jamaica, NY 11439

J. Chem. Educ., 2004, 81 (5), p 713

DOI: 10.1021/ed081p713

Publication Date (Web): May 1, 2004

Section:

History, Education, and Documentation

Abstract

This experiment, which demonstrates that two isomeric products are obtained when an unsymmetrical anhydride is reacted with a nucleophile and that these isomers are easily separated based on their difference in acidity, is useful in introducing the topic of carboxylic acid derivatives into the organic chemistry laboratory.

Keywords (Audience):

Second-Year Undergraduate

Keywords (Domain):

Laboratory Instruction

Keywords (Pedagogy):

Hands-On Learning / Manipulatives

Keywords (Subject):

Synthesis

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