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Why CH(3)-O-CH(2)-Cl reacts with iodlde ...

Why `CH_(3)-O-CH_(2)-Cl` reacts with iodlde ion acetone thousand times faster than `CH_(3)Cl`?
(ii) Suggest a mechanism for the following reaction.
`C_(6)H_(5)O-CH_(2)-CH_(2)-Brunderset((ii)H_(2)O)overset((i)Mg//"Ether")toC_(6)H_(5)OH+CH_(2)=CH_(2)+Mg(OH)Br`

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(i) In case of the `alpha`- alkoxy compound the transition state `S_(N)2` is stabilized via interaction of the p-orbital on the carbon undergoing substiution with the filled 2p orbital of oxygen.
(ii)
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