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Be sure to answer all parts. Explain why the addition of HBr to alkenes A and C is regioselective, forming addition products B and D, respectively. Br Br HBr HBr OCH3 OCH3 COOCH, COOCH3 A Addition to alkene A is regioselective because: 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. The Br atom is less crowded on a primary carbon than on a secondary carbon. Alkene A forms an inductively destabilized carbocation on the C closest to the O atom. Addition to alkene C is regioselective because: The Br atom is less crowded on the carbon that is farther away from the COOCH3 group. Alkene C forms a carbocation on the C farthest from the inductively destabilizing COOCH3 group. Alkene C forms a secondary carbocation, which is always more stable than a primary carbocation. Alkene C forms a carbocation that is resonance stabilized by the COOCH,3 group.

Be sure to answer all parts. Explain why the addition of HBr to alkenes A and C is regioselective, forming addition products B and D, respectively. Br Br HBr HBr OCH3 OCH3 COOCH, COOCH3 A Addition to alkene A is regioselective because: 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. The Br atom is less crowded on a primary carbon than on a secondary carbon. Alkene A forms an inductively destabilized carbocation on the C closest to the O atom. Addition to alkene C is regioselective because: The Br atom is less crowded on the carbon that is farther away from the COOCH3 group. Alkene C forms a carbocation on the C farthest from the inductively destabilizing COOCH3 group. Alkene C forms a secondary carbocation, which is always more stable than a primary carbocation. Alkene C forms a carbocation that is resonance stabilized by the COOCH,3 group.

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Be sure to answer all parts. Explain why the addition of HBr to alkenes A and C is regioselective, forming addition products B and D, respectively. Br Br HBr HBr OCH3 OCH3 COOCH3 COOCH3 A C Addition to alkene A is regioselective because: 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. The Br atom is less crowded on a primary carbon than on a secondary carbon. Alkene A forms an inductively destabilized carbocation on the C closest to the O atom. Addition to alkene C is regioselective because: The Br atom is less crowded on the carbon that is farther away from the COOCH3 group. Alkene C forms a carbocation on the C farthest from the inductively destabilizing COOCH3 group. Alkene C forms a secondary carbocation, which is always more stable than a primary carbocation. Alkene C forms a carbocation that is resonance stabilized by the COOCH, group.
Transcribed Image Text:Be sure to answer all parts. Explain why the addition of HBr to alkenes A and C is regioselective, forming addition products B and D, respectively. Br Br HBr HBr OCH3 OCH3 COOCH3 COOCH3 A C Addition to alkene A is regioselective because: 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. The Br atom is less crowded on a primary carbon than on a secondary carbon. Alkene A forms an inductively destabilized carbocation on the C closest to the O atom. Addition to alkene C is regioselective because: The Br atom is less crowded on the carbon that is farther away from the COOCH3 group. Alkene C forms a carbocation on the C farthest from the inductively destabilizing COOCH3 group. Alkene C forms a secondary carbocation, which is always more stable than a primary carbocation. Alkene C forms a carbocation that is resonance stabilized by the COOCH, group.
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