Exactly of a symmetrical dialkyl ether () is subjected to cleavage by being heated strongly with a vast excess of concentrated hydroiodic acid (). Assuming the reaction goes to absolute completion, wh

Question

Exactly $1 	ext{ mole}$ of a symmetrical dialkyl ether ($R-O-R$) is subjected to cleavage by being heated strongly with a vast excess of concentrated hydroiodic acid ($HI$). Assuming the reaction goes to absolute completion, what is the total number of moles of alkyl iodide ($R-I$) isolated?

Prashant Kotian · Accepted Answer

Correct answer: 2. With cold/dilute HI, 1 mole of ether yields 1 mole of alcohol and 1 mole of alkyl iodide. However, with an *excess* of strong, hot HI, the initially formed alcohol molecule is further substituted by a second molecule of HI to form a second molecule of alkyl iodide. The net reaction is . Thus, 2 moles are produced.

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