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If the compound below containing three types of alcohols were exposed to ONLY 1 equivalent of HCI, what major product would you expect? 7. OH 1 Ha HOCH, HO,

If the compound below containing three types of alcohols were exposed to ONLY 1 equivalent of HCI, what major product would you expect? 7. OH 1 Ha HOCH, HO,

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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### Question 7 **Problem Statement:** If the compound below containing three types of alcohols were exposed to **ONLY 1 equivalent of HCl**, what major product would you expect? **Chemical Structure:** The chemical structure depicted shows a molecule with three hydroxyl groups (-OH) attached to a carbon chain. There's one hydroxyl group on a cyclohexane ring (secondary alcohol), one on an ethylene bridge attached to the ring (primary alcohol), and another on a methyl group attached to the cyclohexane ring (tertiary alcohol). **Reaction Condition:** - Reagent: \( 1 \) equivalent of HCl **Illustration:** - Initial Molecule: The structure includes: - A cyclohexane ring. - A secondary alcohol on one carbon of the cyclohexane. - A primary alcohol group (\(-CH_2OH\)) attached to another carbon of the cyclohexane ring. - A tertiary alcohol (3° alcohol attached to a carbon of the cyclohexane ring). Given that the reaction exposes the compound to only 1 equivalent of HCl, we need to identify which hydroxyl group will react preferentially under these conditions to form the major product. **Analysis and Conclusion:** In the presence of HCl, the tertiary alcohol (3° alcohol) is the most reactive under acidic conditions due to its ability to form a stable tertiary carbocation. Consequently, it will react with HCl to form the corresponding alkyl chloride as the major product. Thus, the major product would be one where the tertiary alcohol has been converted to a chloride group, resulting in a tertiary alkyl chloride product. **Educational Context:** This question emphasizes understanding the relative reactivity of different types of alcohols (primary, secondary, and tertiary) when subjected to hydrochloric acid. It helps illustrate the concept of carbocation stability, which is crucial in predicting the outcomes of nucleophilic substitution reactions.
Transcribed Image Text:### Question 7 **Problem Statement:** If the compound below containing three types of alcohols were exposed to **ONLY 1 equivalent of HCl**, what major product would you expect? **Chemical Structure:** The chemical structure depicted shows a molecule with three hydroxyl groups (-OH) attached to a carbon chain. There's one hydroxyl group on a cyclohexane ring (secondary alcohol), one on an ethylene bridge attached to the ring (primary alcohol), and another on a methyl group attached to the cyclohexane ring (tertiary alcohol). **Reaction Condition:** - Reagent: \( 1 \) equivalent of HCl **Illustration:** - Initial Molecule: The structure includes: - A cyclohexane ring. - A secondary alcohol on one carbon of the cyclohexane. - A primary alcohol group (\(-CH_2OH\)) attached to another carbon of the cyclohexane ring. - A tertiary alcohol (3° alcohol attached to a carbon of the cyclohexane ring). Given that the reaction exposes the compound to only 1 equivalent of HCl, we need to identify which hydroxyl group will react preferentially under these conditions to form the major product. **Analysis and Conclusion:** In the presence of HCl, the tertiary alcohol (3° alcohol) is the most reactive under acidic conditions due to its ability to form a stable tertiary carbocation. Consequently, it will react with HCl to form the corresponding alkyl chloride as the major product. Thus, the major product would be one where the tertiary alcohol has been converted to a chloride group, resulting in a tertiary alkyl chloride product. **Educational Context:** This question emphasizes understanding the relative reactivity of different types of alcohols (primary, secondary, and tertiary) when subjected to hydrochloric acid. It helps illustrate the concept of carbocation stability, which is crucial in predicting the outcomes of nucleophilic substitution reactions.
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