The mechanism for formation of the alcohol product should be drawn. Concept introduction: Alkenes are regarded electron-rich and often undergo addition reaction in presence of electrophilic halo acids or nucleophilic sodium cyanide. The intermediate formed in former is tertiary carbocation and finally nucleophilic part of halo acid attacks in a rapid step to give addition product. The product formed is governed by Markovnikov’s Rule. Rule suggests that negative part of halo acid HX must go to the carbon that has more alkyl substituents or less H atoms. This is also justified as intermediate tertiary carbocation involved in this pathway is highly stable intermediate. The order of relative stability of various possible carbocation species is as follows:

Question

Capp aktiv.com Part of Speech Table for Assi x Aktiv Learning App K Curved arrows are used to illustrate the flow of electrons. Using the provided starting and product structures, draw the curved electron-pushing arrows for the following reaction or mechanistic step(s). Be sure to account for all bond-breaking and bond-making steps. Problem 232 of 10 10: Mg Select to Add Arrows Br O H :0 CI:O H Mg THE + dy Undo Reset Done Br

Answer 1

Question

Chapter 8, Problem 12E

(a)

Interpretation Introduction

Interpretation: The mechanism for formation of the alcohol product should be drawn.

Concept introduction: Alkenes are regarded electron-rich and often undergo addition reaction in presence of electrophilic halo acids or nucleophilic sodium cyanide. The intermediate formed in former is tertiary carbocation and finally nucleophilic part of halo acid attacks in a rapid step to give addition product.

The product formed is governed by Markovnikov’s Rule. Rule suggests that negative part of halo acid HX must go to the carbon that has more alkyl substituents or less H atoms. This is also justified as intermediate tertiary carbocation involved in this pathway is highly stable intermediate.

The order of relative stability of various possible carbocation species is as follows:

(b)

Interpretation Introduction

Interpretation: The expected product of reaction was carried out in methanol instead of water should be drawn.

Concept introduction: Alkenes are regarded electron-rich and often undergo addition reaction in presence of electrophilic halo acids or nucleophilic sodium cyanide. The intermediate formed in former is tertiary carbocation and finally nucleophilic part of halo acid attacks in a rapid step to give addition product.

The product formed is governed by Markovnikov’s Rule. Rule suggests that negative part of halo acid HX must go to the carbon that has more alkyl substituents or less H atoms. This is also justified as intermediate tertiary carbocation involved in this pathway is highly stable intermediate.

The order of relative stability of various possible carbocation species is as follows:

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Capp aktiv.com Part of Speech Table for Assi x Aktiv Learning App K Curved arrows are used to illustrate the flow of electrons. Using the provided starting and product structures, draw the curved electron-pushing arrows for the following reaction or mechanistic step(s). Be sure to account for all bond-breaking and bond-making steps. Problem 232 of 10 10: Mg Select to Add Arrows Br O H :0 CI:O H Mg THE + dy Undo Reset Done Br

Please answer the question and provide a detailed drawing of the structure. If there will not be a new C – C bond, then the box under the drawing area will be checked. Will the following reaction make a molecule with a new C – C bond as its major product: Draw the major organic product or products, if the reaction will work. Be sure you use wedge and dash bonds if necessary, for example to distinguish between major products with different stereochemistry.

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