KLEIN'S ORGANIC CHEMISTRY
KLEIN'S ORGANIC CHEMISTRY
3rd Edition
ISBN: 9781119423126
Author: Klein
Publisher: WILEY
Question
Book Icon
Chapter 7, Problem 67PP

(a)

Interpretation Introduction

Interpretation:

For the given transformation whether sodium ethoxide or potassium tert-butoxide is used as the base is has to be identified.

Concept Introduction:

In an elimination reaction, alkenes are formed when alkyl halides are treated with bases via eliminating one β-proton and one α-halo group of the alkyl halide.

The product of the elimination reaction is depends upon the β-positions of alkyl halide. If the β-positions are identical and the products formed are also identical. If the β-positions are different and the products formed are also different. This means the double bond can form in two different regions so this type of reaction is called regioselective and the products are called as regiochemical outcomes.

The bulkiness of the base controls the regioselectivity in an elimination reaction. According to Zaitsev product rule the more substituted alkene is formed from non-sterically hindered base. According to Hofmann product rule the less substituted alkene is formed from sterically hindered base.

Sodium ethoxide NaOEt is a non-sterically hindered base and potassium tert-butoxide is a sterically hindered base.

(b)

Interpretation Introduction

Interpretation:

The given transformation whether sodium ethoxide or potassium tert-butoxide is used as the base is has to be identified.

Concept Introduction:

In an elimination reaction, alkenes are formed when alkyl halides are treated with bases via eliminating one β-proton and one α-halo group of the alkyl halide.

The product of the elimination reaction is depends upon the β-positions of alkyl halide. If the β-positions are identical and the products formed are also identical. If the β-positions are different and the products formed are also different. This means the double bond can form in two different regions so this type of reaction is called regioselective and the products are called as regiochemical outcomes.

The bulkiness of the base controls the regioselectivity in an elimination reaction. According to Zaitsev product rule the more substituted alkene is formed from non-sterically hindered base. According to Hofmann product rule the less substituted alkene is formed from sterically hindered base.

Sodium ethoxide NaOEt is a non-sterically hindered base and potassium tert-butoxide is a sterically hindered base.

Blurred answer
Students have asked these similar questions
Solve this
く Predicting the pr Predict the major products of the following organic reaction: Δ Some important notes: • Draw the major product, or products, of the reaction in the drawing area below. • If there aren't any products, because no reaction will take place, check the box below the drawing area instead. • Be sure to use wedge and dash bonds when necessary, for example to distinguish between major products that are enantiomers. ? Click and drag to start drawing a structure.
propose synthesis

Chapter 7 Solutions

KLEIN'S ORGANIC CHEMISTRY

Ch. 7.4 - Prob. 9CCCh. 7.5 - Prob. 10CCCh. 7.6 - Prob. 11CCCh. 7.7 - Provide a systematic name for each of the...Ch. 7.7 - Prob. 13CCCh. 7.7 - Prob. 14CCCh. 7.7 - Prob. 15CCCh. 7.7 - Prob. 16CCCh. 7.7 - Prob. 17CCCh. 7.8 - Prob. 3LTSCh. 7.8 - Predict the major and minor products for each of...Ch. 7.8 - Prob. 19PTSCh. 7.8 - Prob. 20ATSCh. 7.8 - Prob. 4LTSCh. 7.8 - Prob. 21PTSCh. 7.8 - Prob. 23CCCh. 7.8 - Prob. 24CCCh. 7.8 - Prob. 5LTSCh. 7.8 - Prob. 25PTSCh. 7.8 - Prob. 26ATSCh. 7.9 - Prob. 6LTSCh. 7.9 - Prob. 27PTSCh. 7.9 - Prob. 28ATSCh. 7.9 - Prob. 29CCCh. 7.9 - Prob. 30CCCh. 7.9 - Prob. 31CCCh. 7.9 - Prob. 32CCCh. 7.9 - Draw all of the expected products for each of the...Ch. 7.10 - Prob. 35CCCh. 7.10 - Prob. 36CCCh. 7.11 - Prob. 7LTSCh. 7.11 - Prob. 37PTSCh. 7.11 - Prob. 38ATSCh. 7.11 - Prob. 39ATSCh. 7.11 - Prob. 40ATSCh. 7.12 - Prob. 41CCCh. 7.12 - Prob. 42CCCh. 7.12 - Prob. 43CCCh. 7.13 - Prob. 8LTSCh. 7.13 - Prob. 44PTSCh. 7.13 - Prob. 45PTSCh. 7.13 - Prob. 46ATSCh. 7 - Prob. 47PPCh. 7 - Prob. 48PPCh. 7 - Prob. 49PPCh. 7 - Prob. 50PPCh. 7 - Prob. 51PPCh. 7 - Prob. 52PPCh. 7 - Prob. 53PPCh. 7 - Prob. 54PPCh. 7 - Prob. 55PPCh. 7 - Prob. 56PPCh. 7 - Prob. 57PPCh. 7 - Prob. 58PPCh. 7 - Prob. 59PPCh. 7 - Prob. 60PPCh. 7 - Prob. 61PPCh. 7 - Prob. 62PPCh. 7 - Prob. 63PPCh. 7 - Prob. 64PPCh. 7 - Prob. 65PPCh. 7 - Prob. 66PPCh. 7 - Prob. 67PPCh. 7 - Prob. 68PPCh. 7 - Prob. 69PPCh. 7 - Prob. 70PPCh. 7 - Prob. 71PPCh. 7 - Prob. 72PPCh. 7 - Predict which of the following substrates will...Ch. 7 - Prob. 74PPCh. 7 - Prob. 75PPCh. 7 - Prob. 76PPCh. 7 - Prob. 77PPCh. 7 - Prob. 78PPCh. 7 - Prob. 79PPCh. 7 - Prob. 80IPCh. 7 - Prob. 81IPCh. 7 - Prob. 82IPCh. 7 - Prob. 83IPCh. 7 - Prob. 84IPCh. 7 - Prob. 85IPCh. 7 - Prob. 87IPCh. 7 - Prob. 88IPCh. 7 - Prob. 89IPCh. 7 - Prob. 90IPCh. 7 - Prob. 91IPCh. 7 - Prob. 92IPCh. 7 - Prob. 94IPCh. 7 - Prob. 95IPCh. 7 - Prob. 96IPCh. 7 - Prob. 97IPCh. 7 - Prob. 98IPCh. 7 - For the following substitution reaction, which...Ch. 7 - Prob. 100IPCh. 7 - Prob. 101IPCh. 7 - Prob. 102CPCh. 7 - Prob. 104CPCh. 7 - Prob. 105CPCh. 7 - When 2-iodobutane is treated with a variety of...
Knowledge Booster
Background pattern image
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
Text book image
Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
Text book image
Chemistry
Chemistry
ISBN:9781259911156
Author:Raymond Chang Dr., Jason Overby Professor
Publisher:McGraw-Hill Education
Text book image
Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9780078021558
Author:Janice Gorzynski Smith Dr.
Publisher:McGraw-Hill Education
Text book image
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
Text book image
Elementary Principles of Chemical Processes, Bind...
Chemistry
ISBN:9781118431221
Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:WILEY