A chemist carried out a hydrolysis reaction of 1,1-dimethyl-2-bromocyclopentane, shown below. The chemist expected the reaction to yield alcohol Q as product. However, alcohol Q did not inform. Instead a different alcohol was produced. What alcohol? (INFO: the presence of AgNO3 promotes the formation of a carbocation.) Br OH H20 / AGNO 3 Q но. OH но OH IV Select one: A. II С. II D. IV B.

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A chemist carried out a hydrolysis reaction of 1,1-dimethyl-2-bromocyclopentane, as illustrated below. The chemist expected the reaction to yield alcohol Q as a product. However, alcohol Q did not form. Instead, a different alcohol was produced. What alcohol was it? 

Information: The presence of AgNO₃ promotes the formation of a carbocation.

Reaction Scheme:
- The starting compound, 1,1-dimethyl-2-bromocyclopentane, undergoes hydrolysis in the presence of water (H₂O) and silver nitrate (AgNO₃).
- Expected alcohol Q, which is crossed out, shows that the reaction did not yield the anticipated alcohol.

Possible Products:
Four potential alcohol structures are presented for identification:

I. Cyclopentanol with a 1,1-dimethyl substitution.
II. Cyclopentanol with a hydroxyl group on a different carbon.
III. Cyclopentanol with a 1,1-dimethyl substitution at a different position.
IV. Cyclopentanol with a hydroxyl group on an end carbon, with no 1,1-dimethyl substitution.

Select one:
- A. III
- B. I
- C. II
- D. IV

The image includes structural diagrams of these compounds, indicating different structural possibilities for the final alcohol based on migration or rearrangement due to carbocation formation.
Transcribed Image Text:A chemist carried out a hydrolysis reaction of 1,1-dimethyl-2-bromocyclopentane, as illustrated below. The chemist expected the reaction to yield alcohol Q as a product. However, alcohol Q did not form. Instead, a different alcohol was produced. What alcohol was it? Information: The presence of AgNO₃ promotes the formation of a carbocation. Reaction Scheme: - The starting compound, 1,1-dimethyl-2-bromocyclopentane, undergoes hydrolysis in the presence of water (H₂O) and silver nitrate (AgNO₃). - Expected alcohol Q, which is crossed out, shows that the reaction did not yield the anticipated alcohol. Possible Products: Four potential alcohol structures are presented for identification: I. Cyclopentanol with a 1,1-dimethyl substitution. II. Cyclopentanol with a hydroxyl group on a different carbon. III. Cyclopentanol with a 1,1-dimethyl substitution at a different position. IV. Cyclopentanol with a hydroxyl group on an end carbon, with no 1,1-dimethyl substitution. Select one: - A. III - B. I - C. II - D. IV The image includes structural diagrams of these compounds, indicating different structural possibilities for the final alcohol based on migration or rearrangement due to carbocation formation.
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