Organic Chemistry (6th Edition)
Organic Chemistry (6th Edition)
6th Edition
ISBN: 9781260119107
Author: Janice Gorzynski Smith
Publisher: McGraw Hill Education
bartleby

Concept explainers

Question
Book Icon
Chapter 18, Problem 63P
Interpretation Introduction

(a)

Interpretation: A stepwise mechanism for the formation of MOM ether from cyclohexanol is to be stated.

Concept introduction: An alkoxide salt is required to prepare ether. The alkoxide salts are prepared from alcohols through the Bronsted-Lowry acid-base reaction. In this reaction, NaH or NaNH2 are especially utilized, due to the by-product of the reaction (H2orNH3).

Interpretation Introduction

(b)

Interpretation: The functional group that MOM ether comprises is to be identified.

Concept introduction: Acetals are the groups in which carbon atom is bonded with two OR groups through single bonds. They are used as protecting groups for aldehydes and ketones as they are stable enough in neutral to strong basic condition.

Interpretation Introduction

(c)

Interpretation: The other products that are formed besides cyclohexanol from the aqueous hydrolysis of the MOM ether are to be predicted, and a stepwise mechanism for the formation of each product is to be drawn.

Concept introduction: Acetals are the groups in which carbon atom is bonded with two OR groups through single bonds. They are used as protecting groups for aldehydes and ketones as they are stable enough in neutral to strong basic condition.

Blurred answer
Students have asked these similar questions
10. The Wolff-Kishner reaction, in which an aldehyde or ketone is treated with NH2NH2 and KOH, is: a) an oxidation c) an SN2 reaction b) a reduction d) a hydration 11. Which of these is most likely to dissolve in 5% NaOH? a) 1-decanol b) decanal c) decanoic acid d) 2-decanone 12. The following compound forms a cyclic hemiacetal all by itself. Draw the structure of that hemiacetal.
Draw the structural formula of the enol formed in each alkyne hydration reaction; then draw the structural formula of the carbonyl compound with which each enol is in equilibrium
Explain why the ether obtained by treating an optically active alcohol with PBr3 in pyridine followed by sodium methoxide has the same configuration as the alcohol, whereas the ether obtained by treating the alcohol with tosyl chloride followed by sodium methoxide has a configuration opposite that of the alcohol.

Chapter 18 Solutions

Organic Chemistry (6th 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:9781305580350
    Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
    Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning