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Q68.

Expert-verified
Organic Chemistry
Found in: Page 379

Short Answer

Question: Draw a stepwise mechanism for the following reaction and explain the stereochemistry of the product.

Answer

See the step by step solution

Step by Step Solution

Step-by-Step SolutionStep 1: Epoxides

The organic compounds epoxides are examples of cyclic ethers and can be protonated with strong acids and can be converted into the compounds that contain -OH group.

Step 2: Explanation

The given compound contains both an epoxide group and a -OH group. The epoxide reacts with the proton of the strong acid and then breaks its bond with the carbon atom and forms a carbocation intermediate.

The -OH group acts as a nucleophile, and it attacks on the carbocation intermediate from the backside. This is an example of an intramolecular reaction. Thus, inversion in stereochemistry can be observed.

Mechanism

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