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The reaction of Me3CMg Cl and Me(3)C-ove...

The reaction of `Me_3CM_g Cl` and `Me_(3)C-overset(O)overset(||)(C )-Cme_(3)` after hydrolysis gives a `(A)` and a `2^@` alcohol `(B)` rather than the expected `tri-t-butyl` carbinol. Provide the structures of `(A)` and `(B)` with explanation.

Text Solution

Verified by Experts

Expected product :

Due to steric hindrance of bunky `t-butyl` group, the reaction fails in both ketone and `G.R` But `H^(Ө)` (hydride ion) transfer from the `beta-position` of `RMgX` to the `(C = O)` group takes place through a cycle `T.S`.

`RMgX` without a `beta-H`, such as `MeMgX` or `PhMgX`, cannot act as an `R.A` But the use of `t-butyl` lithium `(Me_3 CLi)` will give the desired product.

`R` in `RLi` is more carbonion like than in `RMgX` , hence, it is sufficiently reactive to overcome the steric hinderance.
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