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Consider the following reaction:
Reaction

I am confused whether $SN_2$ reaction will take place or acid - base reaction. According to me:
This should be an acid - base reaction since the carbonanion(On carbon where chlorine is attached) formed will be stabilized by $p_\pi - d_\pi $ backbonding.

But in many questions, I have seen that they proceed through $SN_2$ mechanism.

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    $\begingroup$ They do both, this will give a mixture of alkene and alcohol $\endgroup$
    – Waylander
    Commented Mar 19, 2023 at 17:00
  • $\begingroup$ Which would be the major? $\endgroup$
    – Shekhar Dangi
    Commented Mar 19, 2023 at 17:34
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    $\begingroup$ depends on the conditions $\endgroup$
    – Waylander
    Commented Mar 19, 2023 at 18:30
  • $\begingroup$ Like I can decide if a polar protic solvent is given to me? $\endgroup$
    – Shekhar Dangi
    Commented Mar 20, 2023 at 2:51
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    $\begingroup$ Solvent will be one factor, the choice of counterion of the hydroxide will also be important $\endgroup$
    – Waylander
    Commented Mar 20, 2023 at 8:19

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