Essential Organic Chemistry (3rd Edition)
Essential Organic Chemistry (3rd Edition)
3rd Edition
ISBN: 9780321937711
Author: Paula Yurkanis Bruice
Publisher: PEARSON
bartleby

Concept explainers

bartleby

Videos

Question
Book Icon
Chapter 13.2, Problem 7P
Interpretation Introduction

Interpretation:

The two enol tautomer of the given compound has to be drawn and more stable structure has to be identified.

Concept Introduction:

Keto-Enol tautomerization: The enol and keto are said to be tautomer, are constitutional isomers that rapidly interconvert via the migration of a proton. The interconversion between an enol and a ketone is called keto-enol tautomerization. Tautomerization is an equilibrium process, that the equilibrium will establish specific concentrations for both the enol and the ketone. Once the equilibrium is reached, the concentrations of ketone and enol can be measured.

The tautomerization is catalyzed by even trace amounts of acid (or base).

Tautomerism is the ability of a molecule to exist in more than one chemical form.

Tautomers are formed by the migration of a hydrogen atom, accompanied by the switching of a single and neighboring double bond.

The only difference in keto-enol tautomers is the location of hydrogen and double bond.

Essential Organic Chemistry (3rd Edition), Chapter 13.2, Problem 7P

Enol tautomer is much less stable than the keto tautomer.

Enol tautomer is more stable when enol tautomer is aromatic or when the double bonds are conjugated.

Resonance: The delocalization of electrons which is characterized as several structural changes.

Blurred answer
Students have asked these similar questions
14.39 Draw the structure of each compound. a. (Z)-penta-1,3-diene in the s-trans conformation b. (2E,4Z)-1-bromo-3-methylhexa-2,4-diene c. (2E,4E,6E)-octa-2,4,6-triene d. (2E,4E)-3-methylhexa-2,4-diene in the s-cis conformation
PLEASE ANSWER ALL PARTS!!
pls help on all, inlcude all steps.

Chapter 13 Solutions

Essential Organic Chemistry (3rd Edition)

Knowledge Booster
Background pattern image
Chemistry
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
  • Text book image
    Organic Chemistry
    Chemistry
    ISBN:9781305080485
    Author:John E. McMurry
    Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9781305080485
Author:John E. McMurry
Publisher:Cengage Learning
Nomenclature: Crash Course Chemistry #44; Author: CrashCourse;https://www.youtube.com/watch?v=U7wavimfNFE;License: Standard YouTube License, CC-BY