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Ch. 24 - Benzene 2: Reactions Influenced by the Aromatic Ring
Mullins - Organic Chemistry: A Learner Centered Approach 1st Edition
Mullins1st EditionOrganic Chemistry: A Learner Centered ApproachISBN: 9780137566471당신이 사용하는 게 아니라요?교과서 변경
23장, 문제 6

What is the product of the following reaction?
Chemical reaction diagram showing an alcohol reacting with sodium and a bromide to form an ether product.

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1
Identify the starting material as an alcohol, specifically propanol, which has the structure \( \text{CH}_3\text{CH}_2\text{CH}_2\text{OH} \).
Recognize that the first reagent, \( \text{Na}^0 \), is metallic sodium. This will react with the alcohol to form an alkoxide ion by deprotonating the hydroxyl group.
Write the reaction of propanol with sodium: \( \text{CH}_3\text{CH}_2\text{CH}_2\text{OH} + \text{Na} \rightarrow \text{CH}_3\text{CH}_2\text{CH}_2\text{O}^-\text{Na}^+ + \frac{1}{2}\text{H}_2 \). This forms sodium propoxide.
Consider the second step, which involves the reaction of the sodium propoxide with 2-bromobutane. This is a nucleophilic substitution reaction where the alkoxide ion acts as a nucleophile.
Predict the product of the nucleophilic substitution: the alkoxide ion \( \text{CH}_3\text{CH}_2\text{CH}_2\text{O}^- \) will attack the electrophilic carbon in 2-bromobutane, displacing the bromide ion and forming an ether, specifically butyl propyl ether.

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주요 개념

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Reaction Mechanisms

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