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: 7.23

Answer

1 - O 2 - C (Top right) 3 - C (Bottom left) 4 - H
1529761473

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, there are two methods for finding their order. First Method (Faster): - Find the closest variation in the chain (Double bond, Substituent). - The chain with the closer variation gets priority. In this case: - Top right chain: Methyl on the first carbon. - Bottom left chain: Oxygen on the third carbon. - Therefore, the top right chain gets priority. Second Method: - Compare the atoms connected to each carbon, and if you don't get the answer, them look at the atoms connected to them. In this case: Top right carbon: C, C, H Bottom left carbon: C, H, H - Since (C>H), the top right carbon gets priority, 4. Put the numbers on the stereocenter atoms: 1 - O 2 - C (Top right) 3 - C (Bottom left) 4 - H
Update this answer!

You can help us out by revising, improving and updating this answer.

Update this answer

After you claim an answer you’ll have 24 hours to send in a draft. An editor will review the submission and either publish your submission or provide feedback.