Organic Chemistry
Organic Chemistry
6th Edition
ISBN: 9781936221349
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
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Chapter 26, Problem 26.30AP
Interpretation Introduction

(a)

Interpretation:

The isomers of the compounds, 2hydroxyfuran and 2hydroxypyrrole are to be drawn. The compound within the set, 2hydroxyfuran or 2hydroxypyrrole, contains the greatest percentage of carbonyl isomer is to be stated with explanation.

Concept introduction:

The tautomerism in which a chemical equilibrium exists between an alcohol also known as enol and a keto form that can be either an aldehyde or ketone is known as keto-enol tautomerism. These forms are also termed as tautomers.

Interpretation Introduction

(b)

Interpretation:

The isomers of the compounds, phenol and 4hydroxypyridine are to be drawn. The compound within the set, phenol or 4hydroxypyridine, contains the greatest percentage of carbonyl isomer is to be stated with explanation.

Concept introduction:

The tautomerism in which a chemical equilibrium exists between an alcohol also known as enol and a keto form that can be either an aldehyde or ketone is known as keto-enol tautomerism. These forms are also termed as tautomers.

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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.
Please do not use AI.  AI cannot "see" the molecules properly, and it therefore gives the wrong answer while giving incorrect descriptions of the visual images we're looking at.  All of these compounds would be produced (I think).  In my book, I don't see any rules about yield in this case, like explaining that one product would be present in less yield for this reason or that reason.  Please explain why some of these produce less yield than others.
Please answer the question and provide detailed explanations.
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