Organic Chemistry 9th Edition

Published by Brooks Cole
ISBN 10: 1305080483
ISBN 13: 978-1-30508-048-5

Chapter 20 - Carboxylic Acids and Nitriles - Exercises - Page 678e: 31


The IUPAC names of the compounds are: (a) 2,5-Dimethylhexanedioic acid (b)2,2-Dimethylpropanoic acid (c) m-Cyanobenzoic acid (d) (E)-2-Cyclodecenecarboxylic acid (e) 2,2-Dimethylpropanenitrile (f) 3-Ethylhexanoic acid (g) 4,5-Dibromopentanoic acid (h) 2-Cyclopentenecarbonitrile

Work Step by Step

The IUPAC rules for naming the compounds are: 1. Count the number of carbon atoms in the longest chain, including the functional group. 2. Assign locants to the substituents and identify their point of attachment to the main chain. 3. If a chain has carboxylic acid as the functional group, it is given the suffix -oic acid, and if the chain has nitrile as the functional group, the suffix is -nitrile. 4. The carboxylic acid group is given a higher priority over the nitrile group.
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