EBK EXPERIMENTAL ORGANIC CHEMISTRY: A M
EBK EXPERIMENTAL ORGANIC CHEMISTRY: A M
6th Edition
ISBN: 9781305687875
Author: Gilbert
Publisher: CENGAGE LEARNING - CONSIGNMENT
Question
Book Icon
Chapter 10.5, Problem 16E

(a)

Interpretation Introduction

Interpretation:Mechanism for the reaction of hydrogen bromide with alkene indicated should be written.

  EBK EXPERIMENTAL ORGANIC CHEMISTRY: A M, Chapter 10.5, Problem 16E , additional homework tip  1

Concept introduction:Alkenes are considered electron rich and undergoes addition reaction in presence of electrophilic halo acids. 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. In general, tertiary carbocation are more reactive than primary carbocation. For example, electrophilic addition mechanistic pathway when HBr adds to polar 1-hexene is illustrated below.

  EBK EXPERIMENTAL ORGANIC CHEMISTRY: A M, Chapter 10.5, Problem 16E , additional homework tip  2

(b)

Interpretation Introduction

Interpretation:Mechanism for the reaction of hydrogen bromide with alkene indicated should be written.

  EBK EXPERIMENTAL ORGANIC CHEMISTRY: A M, Chapter 10.5, Problem 16E , additional homework tip  3

Concept introduction:Alkenes are considered electron rich and undergo addition reaction in presence of electrophilic halo acids. 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. In general, tertiarycarbocations are more reactive than primary carbocations.

(c)

Interpretation Introduction

Interpretation:Mechanism for the reaction of hydrogen bromide with alkene indicated should be written.

  EBK EXPERIMENTAL ORGANIC CHEMISTRY: A M, Chapter 10.5, Problem 16E , additional homework tip  4

Concept introduction:In electrophilic addition reaction 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. In general, tertiary carbocations are mote reactive that in turn are more than primary carbocations. Thus if there is possibility of formation of more stable carbocation it can readily occur by methyl or hydride shift. This phenomenon is known as carbocation rearrangement.

Blurred answer
Students have asked these similar questions
Interpret the acidity of alcohols on the basis of ground-state polarization and stability of the alcoholate anion(indicate and give symbols for bond polarization)! Compare the relative acidity of ethanol and 2-fluoroethanol!
In a paragraph  Outline a mechanism for the formation of the ether  Discuss key techniques used in the synthesis briefly
(i) Name, draw and describe the organic product of the reaction between 2-methylbut-1-ene and H2O in the presence of H2SO4 and provide a clear rationale as to why this is the major product of the reaction.     (ii)            The elimination reaction between 2-bromobutane and NaOCH2CH3 gives two organic products.  Draw a mechanism for the reaction which produces the major organic elimination product and provide a rationale as to why that is the major product.

Chapter 10 Solutions

EBK EXPERIMENTAL ORGANIC CHEMISTRY: A M

Ch. 10.2 - Prob. 11ECh. 10.2 - Prob. 12ECh. 10.2 - Prob. 13ECh. 10.2 - Prob. 14ECh. 10.2 - Prob. 15ECh. 10.2 - Prob. 16ECh. 10.2 - Prob. 17ECh. 10.3 - Prob. 1ECh. 10.3 - Prob. 2ECh. 10.3 - Prob. 3ECh. 10.3 - Prob. 4ECh. 10.3 - Prob. 5ECh. 10.3 - Prob. 6ECh. 10.3 - Prob. 7ECh. 10.3 - Prob. 8ECh. 10.3 - Prob. 9ECh. 10.3 - Prob. 10ECh. 10.3 - Prob. 11ECh. 10.3 - Prob. 12ECh. 10.3 - Prob. 13ECh. 10.3 - Prob. 14ECh. 10.3 - Prob. 15ECh. 10.3 - Prob. 16ECh. 10.3 - Prob. 17ECh. 10.3 - Prob. 18ECh. 10.3 - Prob. 19ECh. 10.3 - Prob. 20ECh. 10.3 - Prob. 21ECh. 10.3 - Prob. 22ECh. 10.3 - Prob. 23ECh. 10.3 - Prob. 24ECh. 10.3 - Prob. 25ECh. 10.3 - Prob. 26ECh. 10.3 - Prob. 27ECh. 10.3 - Prob. 28ECh. 10.3 - Prob. 29ECh. 10.3 - Prob. 30ECh. 10.3 - Prob. 31ECh. 10.3 - Prob. 32ECh. 10.5 - Prob. 1ECh. 10.5 - Prob. 2ECh. 10.5 - Prob. 3ECh. 10.5 - Prob. 4ECh. 10.5 - Prob. 5ECh. 10.5 - Prob. 6ECh. 10.5 - Prob. 7ECh. 10.5 - Prob. 8ECh. 10.5 - Prob. 9ECh. 10.5 - Prob. 10ECh. 10.5 - Prob. 11ECh. 10.5 - Prob. 12ECh. 10.5 - Prob. 14ECh. 10.5 - Prob. 15ECh. 10.5 - Prob. 16ECh. 10.5 - Prob. 17ECh. 10.5 - Prob. 18ECh. 10.5 - Prob. 19ECh. 10.5 - Prob. 20ECh. 10.5 - Prob. 23ECh. 10.6 - Prob. 1ECh. 10.6 - Prob. 2ECh. 10.6 - Prob. 3ECh. 10.6 - Prob. 4ECh. 10.6 - Prob. 5ECh. 10.6 - Prob. 6ECh. 10.6 - Prob. 7ECh. 10.6 - Prob. 8ECh. 10.6 - Prob. 9ECh. 10.6 - Prob. 10ECh. 10.6 - Prob. 11ECh. 10.6 - Prob. 12ECh. 10.6 - Prob. 13ECh. 10.6 - Prob. 14ECh. 10.6 - Prob. 15ECh. 10.6 - Prob. 16ECh. 10.6 - Prob. 17ECh. 10.6 - Prob. 18ECh. 10.6 - Prob. 20ECh. 10.6 - Prob. 21ECh. 10.6 - Prob. 22ECh. 10.6 - Prob. 23ECh. 10.6 - Prob. 24ECh. 10.6 - Prob. 25ECh. 10.6 - Prob. 26ECh. 10.6 - Prob. 28ECh. 10.6 - Prob. 29ECh. 10.6 - Prob. 30ECh. 10.7 - Prob. 1ECh. 10.7 - Prob. 2ECh. 10.7 - Prob. 3ECh. 10.7 - Prob. 4ECh. 10.7 - Prob. 5ECh. 10.7 - Prob. 6ECh. 10.7 - Prob. 7ECh. 10.7 - Prob. 8ECh. 10.7 - Prob. 9ECh. 10.7 - Prob. 10ECh. 10.7 - Prob. 11ECh. 10.7 - Prob. 12ECh. 10.8 - Prob. 1ECh. 10.8 - Prob. 2ECh. 10.8 - Prob. 4ECh. 10.8 - Prob. 5ECh. 10.8 - Prob. 6ECh. 10.8 - Prob. 7ECh. 10.8 - Prob. 8ECh. 10.8 - Prob. 9ECh. 10.8 - Prob. 10ECh. 10.8 - Prob. 11ECh. 10.8 - Prob. 12ECh. 10.8 - Prob. 13ECh. 10.8 - Prob. 14ECh. 10.8 - Prob. 15E
Knowledge Booster
Background pattern image
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
  • Text book image
    Organic Chemistry
    Chemistry
    ISBN:9781305580350
    Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
    Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning