EBK ESSENTIAL ORGANIC CHEMISTRY
EBK ESSENTIAL ORGANIC CHEMISTRY
3rd Edition
ISBN: 9780100659469
Author: Bruice
Publisher: YUZU
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Chapter 9.4, Problem 13P

(a)

Interpretation Introduction

Interpretation:

The constitutional isomer formed with greatest yield in the given reaction should be given.

Concept introduction:

Dehydration reaction:

Removal of water molecule from the reaction when the alcohol is treated with strong acid like sulfuric acid is known as dehydration reaction, for example

EBK ESSENTIAL ORGANIC CHEMISTRY, Chapter 9.4, Problem 13P , additional homework tip  1

Alcohols are react with acids like hydrochloric acid or hydrobromic to yields the corresponding carbocation intermediates, this carbocation intermediate undergoes elimination reaction to give a corresponding alkene as a product.

Carbocation: it is carbon ion that bears a positive charge on it.

Primary carbocation < secondary carbocation < tertiary carbocation

Constitutional Isomers: Two compounds are considered as constitutional isomers if they have same molecular formula but different in their connectivity.

(b)

Interpretation Introduction

Interpretation:

The stereoisomer formed with greatest yield in the given reaction should be given.

Concept introduction:

Dehydration reaction:

Removal of water molecule from the reaction when the alcohol is treated with strong acid like sulfuric acid is known as dehydration reaction, for example

EBK ESSENTIAL ORGANIC CHEMISTRY, Chapter 9.4, Problem 13P , additional homework tip  2

Alcohols are react with acids like hydrochloric acid or hydrobromic to yields the corresponding carbocation intermediates, this carbocation intermediate undergoes elimination reaction to give a corresponding alkene as a product.

The stability of carbocation is given below,

Tertiary carbocation is more stable than the secondary and primary.

Cis–trans isomerism (or) geometric isomerism or configurational isomerism:

The functional groups are in the same side of the carbon chain is called cis isomer.

The functional groups are in opposite to each other in the carbon chain is called trans- isomer.

Two similar functional groups are in same side which is called as Z-isomer.

Two similar functional groups are opposite side which is called as E-isomer.

Stereoisomers: same molecular formula and sequence of bonded atoms (constitution), but differ in the three-dimensional orientations of their atoms in space.

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Chapter 9 Solutions

EBK ESSENTIAL ORGANIC CHEMISTRY

Ch. 9.4 - Prob. 13PCh. 9.5 - What product will be obtained from the reaction of...Ch. 9.5 - Prob. 15PCh. 9.6 - a. What is each ethers systematic name? 1....Ch. 9.8 - Draw the structure of the following: a....Ch. 9.8 - Prob. 20PCh. 9.8 - Would you expect the reactivity of a five-membered...Ch. 9.9 - Explain why the two arene oxides in Problem 22...Ch. 9.9 - Which compound is more likely to be...Ch. 9.11 - The following three nitrogen mustards were studied...Ch. 9 - What are the common and systematic names of the...Ch. 9 - Prob. 28PCh. 9 - Prob. 29PCh. 9 - Prob. 30PCh. 9 - Prob. 31PCh. 9 - What is the major product obtained from the...Ch. 9 - Draw structures for the following: a....Ch. 9 - Prob. 34PCh. 9 - Prob. 35PCh. 9 - Prob. 36PCh. 9 - Prob. 37PCh. 9 - Ethylene oxide reacts readily with HO.because of...Ch. 9 - Propose a mechanism for each of the following...Ch. 9 - Which of the following ethers would be obtained in...Ch. 9 - Show how each of the following syntheses could be...Ch. 9 - Prob. 42PCh. 9 - Prob. 43PCh. 9 - Prob. 44PCh. 9 - Propose a mechanism for each of the following...Ch. 9 - a. Propose a mechanism for the following reaction:...Ch. 9 - Three arene oxides can be obtained from...Ch. 9 - Prob. 48PCh. 9 - The following reaction takes place several times...Ch. 9 - Show how each of the following compounds could be...Ch. 9 - Propose a mechanism for the following reaction:Ch. 9 - Propose a mechanism for the following reaction:Ch. 9 - What alkenes would you expect to be obtained from...Ch. 9 - Triethylenemelamine (TEM) is an antitumor agent....Ch. 9 - When a diol that has OH groups on adjacent carbons...Ch. 9 - What product is obtained when...Ch. 9 - Prob. 58P
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