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Draw the structure of the major organic product of the reaction. H3C CI 1. LIAIH4, ether + 2. H30*

Draw the structure of the major organic product of the reaction. H3C CI 1. LIAIH4, ether + 2. H30*

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:** Draw the structure of the major organic product of the reaction. **Reaction Details:** - **Reactant Structure:** A six-membered cyclic ether containing a ketone and a chlorine substituent. The molecule is a tetrahydropyran ring with a methyl group, a ketone (carbonyl group), and a chlorine atom attached. - **Reagents:** 1. **LiAlH₄ (Lithium aluminum hydride) in ether:** This reagent is a strong reducing agent, often used to reduce carbonyl groups (such as ketones) to alcohols. 2. **H₃O⁺ (Acidic work-up):** This step is typically used to protonate any negatively charged oxygen atoms resulting from the reduction, facilitating the formation of alcohols. **Explanation of Reaction Mechanism:** - The LiAlH₄ will reduce the ketone group to an alcohol by transferring hydride ions (H-) to the carbonyl carbon. The ether solvent stabilizes the complex during the reaction. - The H₃O⁺ work-up will protonate the alkoxide ion formed during the reduction to yield an alcohol. This step ensures that the reaction product is neutralized and the transformation is complete. The major organic product will thus be a six-membered ring where the ketone is replaced by an alcohol group, maintaining the chlorine and methyl substituents on the ring.
Transcribed Image Text:**Question:** Draw the structure of the major organic product of the reaction. **Reaction Details:** - **Reactant Structure:** A six-membered cyclic ether containing a ketone and a chlorine substituent. The molecule is a tetrahydropyran ring with a methyl group, a ketone (carbonyl group), and a chlorine atom attached. - **Reagents:** 1. **LiAlH₄ (Lithium aluminum hydride) in ether:** This reagent is a strong reducing agent, often used to reduce carbonyl groups (such as ketones) to alcohols. 2. **H₃O⁺ (Acidic work-up):** This step is typically used to protonate any negatively charged oxygen atoms resulting from the reduction, facilitating the formation of alcohols. **Explanation of Reaction Mechanism:** - The LiAlH₄ will reduce the ketone group to an alcohol by transferring hydride ions (H-) to the carbonyl carbon. The ether solvent stabilizes the complex during the reaction. - The H₃O⁺ work-up will protonate the alkoxide ion formed during the reduction to yield an alcohol. This step ensures that the reaction product is neutralized and the transformation is complete. The major organic product will thus be a six-membered ring where the ketone is replaced by an alcohol group, maintaining the chlorine and methyl substituents on the ring.
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