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3. One of the reactions shown below (a-b) is not valid and is considered a synthetic trap. Identify which proposed reaction is not valid and draw the correct expected product. (a) (b) 1. LDA 2. Br e مرا مدم HCI HO

3. One of the reactions shown below (a-b) is not valid and is considered a synthetic trap. Identify which proposed reaction is not valid and draw the correct expected product. (a) (b) 1. LDA 2. Br e مرا مدم HCI 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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**Problem 3: Synthetic Traps in Reactions** One of the reactions shown below (a-b) is not valid and is considered a synthetic trap. Identify which proposed reaction is not valid and draw the correct expected product. **Reaction (a):** 1. LDA (Lithium diisopropylamide) 2. Bromine (Br) - Reactants: A ketone with a 3-carbon chain and a methyl group attached to the alpha position. - Proposed Product: A ketone with the same 3-carbon chain, but the methyl group has been moved to a new position. **Reaction (b):** - Reactants: A ketone with a 3-carbon chain. - Reagents: HCl (Hydrochloric acid) - Final Product: A compound with an alcohol (OH) and a chlorine (Cl) on an ethyl chain. **Explanation:** In reaction (a), LDA is a strong base used for deprotonating the alpha position of ketones to form enolates. The reaction suggests an alpha-halogenation with bromine. Reaction (b) involves hydrochloric acid, implying a nucleophilic substitution or an addition reaction to a ketone, resulting in a compound with an alcohol and chlorine group. **Task:** Identify the inappropriate reaction step or product and propose the correct expected product based on fundamental organic chemistry principles.
Transcribed Image Text:**Problem 3: Synthetic Traps in Reactions** One of the reactions shown below (a-b) is not valid and is considered a synthetic trap. Identify which proposed reaction is not valid and draw the correct expected product. **Reaction (a):** 1. LDA (Lithium diisopropylamide) 2. Bromine (Br) - Reactants: A ketone with a 3-carbon chain and a methyl group attached to the alpha position. - Proposed Product: A ketone with the same 3-carbon chain, but the methyl group has been moved to a new position. **Reaction (b):** - Reactants: A ketone with a 3-carbon chain. - Reagents: HCl (Hydrochloric acid) - Final Product: A compound with an alcohol (OH) and a chlorine (Cl) on an ethyl chain. **Explanation:** In reaction (a), LDA is a strong base used for deprotonating the alpha position of ketones to form enolates. The reaction suggests an alpha-halogenation with bromine. Reaction (b) involves hydrochloric acid, implying a nucleophilic substitution or an addition reaction to a ketone, resulting in a compound with an alcohol and chlorine group. **Task:** Identify the inappropriate reaction step or product and propose the correct expected product based on fundamental organic chemistry principles.
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