Question
Methyl aryl ethers, such as anisole, are cleaved to iodomethane and a phenoxide ion on heating with LiI in DMF. Propose a mechanism for this reaction.
Step 1
First, the lone pair of electrons on the oxygen atom of the methyl aryl ether (anisole) attacks the lithium iodide (LiI), forming a complex where the oxygen is bonded to both the methyl group and the iodide ion (I-). This step generates a negative charge on the Show more…
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