Organic Chemistry As a Second Language, 3e: First Semester Topics

Published by John Wiley & Sons
ISBN 10: 111801040X
ISBN 13: 978-1-11801-040-2

Chapter 7 - Configurations - 7.2 Determining The Configurations Of A Stereocenter - Problems - Page 140: 7.26

Answer

1 - O 2 - (Left) Carbon 3 - (Right) Carbon 4 - H
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Work Step by Step

1. Identify the stereocenter. 2. List all atoms connected to the stereocenter, and rank them by the atomic number. - O, H, C, C Ranked by atomic number: - O, C, C, H 3. As we can see, there are 2 equal atoms. - Find the closest variation on the chains (Double bond, Substituent). - The chain with the closer variation gets priority. In this case: - Left chain: Double bond and Methyl on the third carbon. - Right chain: Double bond on the third carbon. Therefore, the left carbon gets priority. 4. Put the numbers on the stereocenter atoms: 1 - O 2 - (Left) Carbon 3 - (Right) Carbon 4 - H
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