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Select the structure of the major product formed from the following reaction. CH3 1. Hg(OOCCH3)2 THF, H₂O 2. NaBH4, NaOH X

Select the structure of the major product formed from the following reaction. CH3 1. Hg(OOCCH3)2 THF, H₂O 2. NaBH4, NaOH X

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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Which structure would be the major product in the reaction?
**Select the Structure of the Major Product Formed from the Following Reaction** **Reaction Sequence:** 1. Reactant: Cyclohexene with a methyl group (CH₃) 2. Reagents: - Step 1: Hg(OOCCH₃)₂, THF, H₂O - Step 2: NaBH₄, NaOH **Possible Major Products:** - **I:** Cyclohexanol with a methyl group at the top carbon (axial or equatorial position not specified). - **II:** Cyclohexanol with the methyl group adjacent to the hydroxyl group. - **III:** Cyclohexanol with the hydroxyl group and no methyl substitution. - **IV:** Cyclohexanol with two hydroxyl groups at adjacent carbons, and the methyl group next to one of the hydroxyl groups. - **V:** Cyclohexanol with the hydroxyl group and the methyl group on the same carbon. **Options to Select the Major Product:** - ☐ III - ☐ II - ☐ IV - ☐ I - ☐ V **Explanation of Structures:** Each compound represented by structures I to V is a specific arrangement of hydroxyl (OH) and methyl (CH₃) groups around a cyclohexane ring. The reaction conditions suggest an oxymercuration-demercuration reaction, which typically results in markovnikov addition of water across a double bond, leading to the formation of an alcohol. The major product here is expected to be structure II, which features the methyl group adjacent to the hydroxyl group according to Markovnikov's rule.
Transcribed Image Text:**Select the Structure of the Major Product Formed from the Following Reaction** **Reaction Sequence:** 1. Reactant: Cyclohexene with a methyl group (CH₃) 2. Reagents: - Step 1: Hg(OOCCH₃)₂, THF, H₂O - Step 2: NaBH₄, NaOH **Possible Major Products:** - **I:** Cyclohexanol with a methyl group at the top carbon (axial or equatorial position not specified). - **II:** Cyclohexanol with the methyl group adjacent to the hydroxyl group. - **III:** Cyclohexanol with the hydroxyl group and no methyl substitution. - **IV:** Cyclohexanol with two hydroxyl groups at adjacent carbons, and the methyl group next to one of the hydroxyl groups. - **V:** Cyclohexanol with the hydroxyl group and the methyl group on the same carbon. **Options to Select the Major Product:** - ☐ III - ☐ II - ☐ IV - ☐ I - ☐ V **Explanation of Structures:** Each compound represented by structures I to V is a specific arrangement of hydroxyl (OH) and methyl (CH₃) groups around a cyclohexane ring. The reaction conditions suggest an oxymercuration-demercuration reaction, which typically results in markovnikov addition of water across a double bond, leading to the formation of an alcohol. The major product here is expected to be structure II, which features the methyl group adjacent to the hydroxyl group according to Markovnikov's rule.
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