Organic Chemistry 9th Edition

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

Chapter 4 - Organic Compounds: Cycloalkanes and Their Stereochemistry - Problem: 1

Answer

(a) 1,4-Dimethylcyclohexane (b) 1-Methyl-3-propylcyclopentane (c) 3-Cyclobutylpentane (d) 1-Bromo-4-ethylcyclodecane (e) 1-Isopropyl-2-methylcyclohexane (f) 4-Bromo-1-tert-butyl-2-methylcycloheptane

Work Step by Step

Rules for naming cycloalkanes 1. Count the number of carbon atoms in the ring as well as the substituents. 2. Name the compound as an $alkyl-substituted$ $cycloalkane$ if the number of carbons in the ring is $\geq$ than the number of carbons in the substituent. 3. Name the compound as a $cycloalkyl-substituted$ $alkane$ if the number of carbons in the largest substituent is $\gt$ than the number of carbons in the ring. 4. Choose the point of attachment of susbstituent in alkyl/halo-substituted cycloalkanes and number it as carbon 1 and start numbering the other substitutents so that the next substituent gets the lowest number possible. 5. Alphabetical priority is given to the substituents in case two or more different alkyl groups are present. Halogens are also treated like alkyl groups while numbering.
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