The reaction of cyclopentyl bromide with sodium cyanide to give cyclopentyl cyanide NaCN

Chapter 8, Problem 8.48

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The reaction of cyclopentyl bromide with sodium cyanide to give cyclopentyl cyanide NaCN Br ethanolwater H Cyclopentyl bromide CN H Cyclopentyl cyanide proceeds faster if a small amount of sodium iodide is added to the reaction mixture. Can you suggest a reasonable mechanism to explain the catalytic function of sodium iodide?

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