ORGANIC CHEMISTRY-PACKAGE >CUSTOM<
ORGANIC CHEMISTRY-PACKAGE >CUSTOM<
10th Edition
ISBN: 9781260028355
Author: Carey
Publisher: MCG CUSTOM
bartleby

Concept explainers

bartleby

Videos

Question
Book Icon
Chapter 16, Problem 42DSP
Interpretation Introduction

Interpretation:

The ketone formed in the pinacol re-arrangement of the vicinal diol 1 is to be identified.

Concept Introduction:

During pinacol re-arrangement, a diol is converted to a ketone.

The reaction begins by protonation of one of the hydroxyl groups.

In the next step, the water molecule departs, and an alkyl group from the adjacent carbon atom migrates to its position.

A new carbocation is created, where the hydroxyl group is attached to the carbon bearing the positive charge.

The unshared electrons pair on this hydroxyl group stabilizes the carbocation.

The final step is the formation of a carbonyl group and abstraction of a proton from the oxygen atom.

Blurred answer
Students have asked these similar questions
Some of the theories used to describe interface structure can be distinguished by:1. the measured potential difference.2. the distribution of ions in solution.3. the calculation of charge density.4. the external Helmoltz plane.
When talking about the acidity of carboxylic acids, is it the same thing to say higher or stronger acidity?
Using the following two half-reactions, determine the pH range in which $NO_2^-\ (aq)$ cannot be found as the predominant chemical species in water.* $NO_3^-(aq)+10H^+(aq)+8e^-\rightarrow NH_4^+(aq)+3H_2O(l),\ pE^{\circ}=14.88$* $NO_2^-(aq)+8H^+(aq)+6e^-\rightarrow NH_4^+(aq)+2H_2O(l),\ pE^{\circ}=15.08$

Chapter 16 Solutions

ORGANIC CHEMISTRY-PACKAGE >CUSTOM<

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.
Recommended textbooks for you
Text book image
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9781305080485
Author:John E. McMurry
Publisher:Cengage Learning
Text book image
Organic And Biological Chemistry
Chemistry
ISBN:9781305081079
Author:STOKER, H. Stephen (howard Stephen)
Publisher:Cengage Learning,
Text book image
General, Organic, and Biological Chemistry
Chemistry
ISBN:9781285853918
Author:H. Stephen Stoker
Publisher:Cengage Learning
Text book image
Macroscale and Microscale Organic Experiments
Chemistry
ISBN:9781305577190
Author:Kenneth L. Williamson, Katherine M. Masters
Publisher:Brooks Cole
Alcohols, Ethers, and Epoxides: Crash Course Organic Chemistry #24; Author: Crash Course;https://www.youtube.com/watch?v=j04zMFwDeDU;License: Standard YouTube License, CC-BY