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Which of the following reaction sequences will not generate a ketone as a major product? (1) BH3 THF PCCCH,Ch (A) (B) (2) H;O2. N2OH/H,o он (1) O3/CH2Ch, -78°C (C) (D) (2) (CH3)2S AICI, Sequence C Sequence D Sequence B Sequence A

Which of the following reaction sequences will not generate a ketone as a major product? (1) BH3 THF PCCCH,Ch (A) (B) (2) H;O2. N2OH/H,o он (1) O3/CH2Ch, -78°C (C) (D) (2) (CH3)2S AICI, Sequence C Sequence D Sequence B Sequence A

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:** Which of the following reaction sequences will *not* generate a ketone as a major product? **Options:** (A) Reaction Sequence: 1. Reagents: \( \text{BH}_3 \cdot \text{THF} \) 2. Reagents: \( \text{H}_2\text{O}_2, \text{NaOH/H}_2\text{O} \) (B) Reaction Sequence: 1. Reagents: PCC/\(\text{CH}_2\text{Cl}_2\) (C) Reaction Sequence: 1. Reagents: \( \text{O}_3/\text{CH}_2\text{Cl}_2, -78^\circ\text{C} \) 2. Reagents: \( (\text{CH}_3)_2\text{S} \) (D) Reaction Sequence: 1. Reagents: \( \text{AlCl}_3 \) **Answer Choices:** - Sequence C - Sequence D - Sequence B - Sequence A **Explanation of Reaction Sequences:** - **Sequence (A):** Involves hydroboration-oxidation reactions that typically lead to the formation of an alcohol, not a ketone. - **Sequence (B):** PCC (Pyridinium chlorochromate) is an oxidizing agent that converts alcohols into ketones. - **Sequence (C):** Ozonolysis, followed by reduction with dimethyl sulfide, normally leads to aldehydes or ketones depending on the starting alkene. - **Sequence (D):** Friedel-Crafts acylation typically uses \( \text{AlCl}_3 \) as a catalyst to form ketones via acylation. The correct answer is **Sequence A**, as its reaction does not primarily form a ketone.
Transcribed Image Text:**Question:** Which of the following reaction sequences will *not* generate a ketone as a major product? **Options:** (A) Reaction Sequence: 1. Reagents: \( \text{BH}_3 \cdot \text{THF} \) 2. Reagents: \( \text{H}_2\text{O}_2, \text{NaOH/H}_2\text{O} \) (B) Reaction Sequence: 1. Reagents: PCC/\(\text{CH}_2\text{Cl}_2\) (C) Reaction Sequence: 1. Reagents: \( \text{O}_3/\text{CH}_2\text{Cl}_2, -78^\circ\text{C} \) 2. Reagents: \( (\text{CH}_3)_2\text{S} \) (D) Reaction Sequence: 1. Reagents: \( \text{AlCl}_3 \) **Answer Choices:** - Sequence C - Sequence D - Sequence B - Sequence A **Explanation of Reaction Sequences:** - **Sequence (A):** Involves hydroboration-oxidation reactions that typically lead to the formation of an alcohol, not a ketone. - **Sequence (B):** PCC (Pyridinium chlorochromate) is an oxidizing agent that converts alcohols into ketones. - **Sequence (C):** Ozonolysis, followed by reduction with dimethyl sulfide, normally leads to aldehydes or ketones depending on the starting alkene. - **Sequence (D):** Friedel-Crafts acylation typically uses \( \text{AlCl}_3 \) as a catalyst to form ketones via acylation. The correct answer is **Sequence A**, as its reaction does not primarily form a ketone.
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