Draw the structure(s) of the major organic product(s) of the following reaction. 5 Lithium diisopropylamide (LDA) THF Include counter-ions, e.g., Na, I, in your submission, but draw them in their own separate sketcher. Omit products derived from the acidic or basic reagent itself, e.g. HN(i-Pr)2 derived from N(i-Pr)2 If substantial starting material is present at the end of the reaction, include it in the products. If no reaction occurs, draw the organic starting material opy asto ChemDoodle

When a proton source is present, the result can either transform back into the initial ketone or aldehyde or generate a brand-new substance called an enol. "Keto-enol tautomerism" refers to the equilibrium reaction between the ketone or aldehyde and the enol form. In this reaction, the ketone or aldehyde is often significantly preferred.

The carbon and oxygen both have unhybridized p orbitals that can overlap to create the C=O bond since carbonyl groups are sp2 hybridised.

Hydrogens on carbons next to carbonyls have unique features because of the existence of these overlapping p orbitals. Because the conjugate base, an enolate, is stabilised by conjugation with the orbitals of the carbonyl, in particular, hydrogens are weakly acidic.

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