Essential Organic Chemistry (3rd Edition)
Essential Organic Chemistry (3rd Edition)
3rd Edition
ISBN: 9780321937711
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 9.4, Problem 12P
Interpretation Introduction

Interpretation:

The stereoisomers formed in the reaction of acid catalysed dehydration of 3,4-dimethyl-3-hexanol and the major product has to be determined.

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

Essential Organic Chemistry (3rd Edition), Chapter 9.4, Problem 12P

Alcohols are reacts with acids like hydrochloric acid or hydrobromic acid to yield the corresponding carbocation intermediates and then the 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:

  • If the functional groups are in the same side of the carbon chain, then it is called cis isomer.
  • If the functional groups are in opposite to each other in the carbon chain, then it is called Trans isomer.
  • If two similar functional groups are in same side which is called as Z-isomer.
  • If two similar functional groups are opposite side which is called as E-isomer.

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Chapter 9 Solutions

Essential Organic Chemistry (3rd Edition)

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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