Which compound (structure with letter) best fits the product of the following reaction? CH₂l₂ Zn Br OH OH Br 6

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

Which compound (structure with letter) best fits the product of the following reaction?

**Reaction:**

The starting compound is a bicyclic compound shown without any substituents. It reacts with CH2I2 in the presence of zinc (Zn).

**Options:**

- **A**: A bicyclic structure with a bromine (Br) substituent on one carbon.
- **B**: Similar to A but with two bromine atoms on adjacent carbons.
- **C**: A bicyclic structure with an alcohol (OH) group.
- **D**: Contains a bromine on a bicyclic structure with one double bond.
- **E**: A bicyclic ring with a single bromine substituent.
- **F**: A bicyclic ring with an alcohol group.
- **G**: A bicyclic structure with an ester group.
- **H**: A bicyclic structure with a cyclopropane ring fused to it.
- **I**: Similar to H but includes a bromine substituent with stereochemistry indicated.
- **J**: A bicyclic compound with two bromine atoms, on adjacent carbons with stereochemistry.
- **K**: A basic bicyclic structure with no substituents.
- **L**: A linear chain with a ketone and ester group.
- **M**: A linear chain with a ketone and a carboxylic acid group.

**Diagrams/Graphs Explanation:**

The diagram shows various compounds with structural variations, primarily focusing on bromine (Br), alcohol (OH), and carbonyl groups. The key feature to identify is likely the one that would result from the reaction of the starting material with CH2I2 and Zn, which implies a Simmons-Smith cyclopropanation yielding a cyclopropane group as depicted in structure H.
Transcribed Image Text:**Question:** Which compound (structure with letter) best fits the product of the following reaction? **Reaction:** The starting compound is a bicyclic compound shown without any substituents. It reacts with CH2I2 in the presence of zinc (Zn). **Options:** - **A**: A bicyclic structure with a bromine (Br) substituent on one carbon. - **B**: Similar to A but with two bromine atoms on adjacent carbons. - **C**: A bicyclic structure with an alcohol (OH) group. - **D**: Contains a bromine on a bicyclic structure with one double bond. - **E**: A bicyclic ring with a single bromine substituent. - **F**: A bicyclic ring with an alcohol group. - **G**: A bicyclic structure with an ester group. - **H**: A bicyclic structure with a cyclopropane ring fused to it. - **I**: Similar to H but includes a bromine substituent with stereochemistry indicated. - **J**: A bicyclic compound with two bromine atoms, on adjacent carbons with stereochemistry. - **K**: A basic bicyclic structure with no substituents. - **L**: A linear chain with a ketone and ester group. - **M**: A linear chain with a ketone and a carboxylic acid group. **Diagrams/Graphs Explanation:** The diagram shows various compounds with structural variations, primarily focusing on bromine (Br), alcohol (OH), and carbonyl groups. The key feature to identify is likely the one that would result from the reaction of the starting material with CH2I2 and Zn, which implies a Simmons-Smith cyclopropanation yielding a cyclopropane group as depicted in structure H.
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