(a) Write an S N 1 mechanism for the solvolysis of CH 3 OCH 2 Cl [(chloromethoxy)methane]...

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(a) Write an SN1 mechanism for the solvolysis of CH3OCH2Cl [(chloromethoxy)methane] in ethanol; draw appropriate resonance structures for the carbocation intermediate.

(b) Explain why the alkyl halide in part (a) undergoes solvolysis much more rapidly than 1-chlorobutane. (In fact, it reacts in ethanol more than 100 times more rapidly.)

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Organic Chemistry

ISBN: 9781936221349

6th Edition

Authors: Marc Loudon, Jim Parise

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