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.
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.
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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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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