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What reagents are needed to accomplish the following synthesis? CH3 A) H₂O/H+ B H₂O/Peroxide C OH D) BH 3 THF E ? CH3 "OH 1. BH3 THF; 2. HO™, H₂O₂, H₂O

What reagents are needed to accomplish the following synthesis? CH3 A) H₂O/H+ B H₂O/Peroxide C OH D) BH 3 THF E ? CH3 "OH 1. BH3 THF; 2. HO™, H₂O₂, H₂O

World of Chemistry, 3rd edition
World of Chemistry, 3rd edition
3rd Edition
ISBN:9781133109655
Author:Steven S. Zumdahl, Susan L. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan L. Zumdahl, Donald J. DeCoste
Chapter20: Organic Chemistry
Section: Chapter Questions
Problem 7STP
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**Question:** What reagents are needed to accomplish the following synthesis? **Chemical Reaction:** A cyclohexene ring with a methyl group (CH₃) undergoes a reaction to form a cyclohexane ring with a hydroxyl group (OH) and a methyl group (CH₃) attached. **Options:** - **(A)** H₂O/H⁺ - **(B)** H₂O/Peroxide - **(C)** OH⁻ - **(D)** BH₃·THF - **(E)** 1. BH₃·THF; 2. HO⁻, H₂O₂, H₂O **Correct Answer Highlighted:** **(E)** 1. BH₃·THF; 2. HO⁻, H₂O₂, H₂O **Explanation:** This reaction involves hydroboration-oxidation. The use of BH₃·THF followed by hydrogen peroxide (H₂O₂) in basic conditions (HO⁻) leads to the anti-Markovnikov addition of water across the double bond, placing the OH on the less substituted carbon.
Transcribed Image Text:**Question:** What reagents are needed to accomplish the following synthesis? **Chemical Reaction:** A cyclohexene ring with a methyl group (CH₃) undergoes a reaction to form a cyclohexane ring with a hydroxyl group (OH) and a methyl group (CH₃) attached. **Options:** - **(A)** H₂O/H⁺ - **(B)** H₂O/Peroxide - **(C)** OH⁻ - **(D)** BH₃·THF - **(E)** 1. BH₃·THF; 2. HO⁻, H₂O₂, H₂O **Correct Answer Highlighted:** **(E)** 1. BH₃·THF; 2. HO⁻, H₂O₂, H₂O **Explanation:** This reaction involves hydroboration-oxidation. The use of BH₃·THF followed by hydrogen peroxide (H₂O₂) in basic conditions (HO⁻) leads to the anti-Markovnikov addition of water across the double bond, placing the OH on the less substituted carbon.
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