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Addition to alkene A is regioselective because: The Br atom is less crowded on a

ID: 926773 • Letter: A

Question

Addition to alkene A is regioselective because: The Br atom is less crowded on a primary carbon than on a secondary carbon. Alkene A forms a primary carbocation, which is always more stable than a secondary carbocation. Alkene A forms a resonance stabilized carbocation on the C closest to the O atom. Alkene A forms an inductively destabilized carbocation on the C closest to the O atom. Addition to alkene C is regiosclective because: The Br atom is less crowded on the carbon that is farther away from the COOCH_3 group. Alkene C forms a carbocation that is resonance stabilized by the COOCH_3 group. Alkene C forms a carbocation on the C farthest from the inductively destabilizing

Explanation / Answer

Addition of alkene A is regioselective because,

C. Alkene A forms a resonance stabilized carbocation on the C closest to O.

Addition of alkene C is regioselective because,

C. alkene C forms a carbocation that is farthest from inductively destabilizing C=O group.

Is there a D option for this part.

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