2,3-Dimethyl-1-pentene plus Hg(OAc)2 in water followed by NaBH4 yields what product(s)? CO2, 3-methyl-pentan-2-ol Propanone, butan-2-ol 2,3-Dimethyl-pentane 2,3-Dimethyl-pentan-2-ol Formaldehyde, 3-methyl-pentan-2-one OO O O

Chemistry
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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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**Question:**

2,3-Dimethyl-1-pentene plus Hg(OAc)₂ in water followed by NaBH₄ yields what product(s)?

**Options:**

1. ○ CO₂, 3-methyl-pentan-2-ol
2. ○ Propanone, butan-2-ol
3. ○ 2,3-Dimethyl-pentane
4. ○ 2,3-Dimethyl-pentan-2-ol
5. ○ Formaldehyde, 3-methyl-pentan-2-one

**Explanation:**

This question relates to an organic chemistry reaction involving 2,3-Dimethyl-1-pentene. The reaction conditions include the use of Hg(OAc)₂ (Mercuric acetate) in water and subsequent treatment with NaBH₄ (Sodium borohydride).

**Reaction Mechanism Overview:**
1. The reaction begins with an oxymercuration-demercuration process, in which the alkene (2,3-Dimethyl-1-pentene) reacts with mercuric acetate in water.
2. The resulting mercurinium ion intermediate is then opened by water, leading to the formation of an organomercury compound.
3. Finally, treatment with NaBH₄ reduces the organomercury compound, removing the mercury group and yielding the corresponding alcohol.

Selecting the correct option requires understanding the product resulting from this oxymercuration-demercuration reaction.

**Note for Students:**
Identify the major products formed in such reactions and match them with the provided options to determine the correct answer.
Transcribed Image Text:**Question:** 2,3-Dimethyl-1-pentene plus Hg(OAc)₂ in water followed by NaBH₄ yields what product(s)? **Options:** 1. ○ CO₂, 3-methyl-pentan-2-ol 2. ○ Propanone, butan-2-ol 3. ○ 2,3-Dimethyl-pentane 4. ○ 2,3-Dimethyl-pentan-2-ol 5. ○ Formaldehyde, 3-methyl-pentan-2-one **Explanation:** This question relates to an organic chemistry reaction involving 2,3-Dimethyl-1-pentene. The reaction conditions include the use of Hg(OAc)₂ (Mercuric acetate) in water and subsequent treatment with NaBH₄ (Sodium borohydride). **Reaction Mechanism Overview:** 1. The reaction begins with an oxymercuration-demercuration process, in which the alkene (2,3-Dimethyl-1-pentene) reacts with mercuric acetate in water. 2. The resulting mercurinium ion intermediate is then opened by water, leading to the formation of an organomercury compound. 3. Finally, treatment with NaBH₄ reduces the organomercury compound, removing the mercury group and yielding the corresponding alcohol. Selecting the correct option requires understanding the product resulting from this oxymercuration-demercuration reaction. **Note for Students:** Identify the major products formed in such reactions and match them with the provided options to determine the correct answer.
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