
Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
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Molecules with more than one alcohol group can react with thionyl chloride in a way that is different from that of single alcohols. Consider the example below. Provide a reasonable structure for product A.

Transcribed Image Text:The image depicts a chemical reaction involving a cyclic organic molecule and a reagent. On the left, there is a six-membered ring with two hydroxyl (OH) groups attached. This compound reacts with thionyl chloride (SOCl2), which is shown bonded, with one oxygen atom double-bonded and two chlorine atoms single-bonded to the sulfur atom.
The reaction yields a product with the molecular formula C\(_6\)H\(_{10}\)O\(_3\)S, labeled as "product A," along with the release of 2 molecules of hydrochloric acid (HCl).
This reaction is typically an example of conversion involving the chlorination of a primary or secondary alcohol, where thionyl chloride acts as a chlorinating agent.
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