Question & Answer: Consider the following reaction: Draw a complete curved-arrow mechanism for the formation…..

contig Jam T-Consider the following reaction : CH 3 oherved not Draw a complete curved-armw mechanism the formaton of product A lusing resonance diagrams why product is obsered instead

Consider the following reaction: Draw a complete curved-arrow mechanism for the formation of product A. Explain (using resonance diagrams) why product A is observed instead of product B.

Expert Answer

Organic synthesis

Drawn below is the mechanism of the reaction

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the first step is formation of a stable carbocation. The resulting carbocation shown is stabilized by resonance with lone pair of oxygen. Thus this gets attacked by nucleophilic methanol to give the end product product A and not B which would form less stable carbocation.

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