EBK GET READY FOR ORGANIC CHEMISTRY
EBK GET READY FOR ORGANIC CHEMISTRY
2nd Edition
ISBN: 8220100576379
Author: KARTY
Publisher: PEARSON
Question
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Chapter 11, Problem 11.12P
Interpretation Introduction

(a)

Interpretation:

It is to be determined how the given compound can be produced from an alkene.

Concept introduction:

An electrophile is an electron deficient species that is attacked by a nucleophile, which is an electron-rich species. Alkenes can undergo acid-catalyzed hydration reactions in which the alkenes are treated with water in the presence of strong acids. The major product for these reactions is an alcohol. Water adds across the double bonded carbon atoms according to Markovnikov’s rule. The addition of water to an alkene favors the product in which the proton adds to the alkene carbon that is initially bonded to a greater number of hydrogen atoms (to the least substituted carbon atom), thus forming the stable carbocation intermediate. The rearrangement of the carbocation intermediate does not occur in this reaction. Finally, a proton transfer reaction must take place to form an uncharged product.

Interpretation Introduction

(b)

Interpretation:

It is to be determined how the given compound can be produced from an alkene

Concept introduction:

An electrophile is an electron deficient species that is attacked by a nucleophile, which is an electron-rich species. Alkenes can undergo acid-catalyzed hydration reactions in which the alkenes are treated with water in the presence of strong acids. The major product for these reactions is an alcohol. Water adds across the double bonded carbon atoms according to Markovnikov’s rule. The addition of water to an alkene favors the product in which the proton adds to the alkene carbon that is initially bonded to a greater number of hydrogen atoms (to the least substituted carbon atom), thus forming the stable carbocation intermediate. The rearrangement of the carbocation intermediate does not occur in this reaction. Finally, a proton transfer reaction must take place to form an uncharged product.

Interpretation Introduction

(c)

Interpretation:

It is to be determined how the given compound can be produced from an alkene

Concept introduction:

An electrophile is an electron deficient species that is attacked by a nucleophile, which is an electron-rich species. Alkenes can undergo acid-catalyzed hydration reactions in which the alkenes are treated with water in the presence of strong acids. The major product for these reactions is an alcohol. Water adds across the double bonded carbon atoms according to Markovnikov’s rule. The addition of water to an alkene favors the product in which the proton adds to the alkene carbon that is initially bonded to a greater number of hydrogen atoms (to the least substituted carbon atom), thus forming the stable carbocation intermediate. The rearrangement of the carbocation intermediate does not occur in this reaction. Finally, a proton transfer reaction must take place to form an uncharged product.

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Chapter 11 Solutions

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