Ether Cleavage by HI

Rarely Tested

Ethers cleaved by HI. SN2 at less substituted carbon.
Symmetrical: $$ROR + HI \rightarrow 2RI + H_2O$$
Unsymmetrical: $$ROR' + HI \rightarrow RI + R'OH$$ (if R' methyl β†’ ROH + CH₃I)
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