Organic Chemistry: Structure and Function
8th Edition
ISBN: 9781319079451
Author: K. Peter C. Vollhardt, Neil E. Schore
Publisher: W. H. Freeman
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Question
Chapter 7, Problem 60P
Interpretation Introduction
Interpretation: Several experiments for the determination of the mechanism for the given process need to be suggested.
Concept Introduction: The mechanism for any reaction is the path by which a reactant gets converted into a product. In the mechanism, the movement of electrons, breaking of old bonds and making of new bonds is represented to show the formation of the final product.
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Alcohols are acidic in nature. Therefore, a strong base can
abstract the acidic hydrogen atom of the alcohol in a process
known as deprotonation. The alcohol forms an alkoxide ion by
losing the proton attached to the oxygen atom of the hydroxyl (
-OH) group. The alkoxide formed can act as a base or a
nucleophile depending on the substrate and reaction conditions.
However, not all bases can abstract the acidic proton of alcohols
and not all alcohols easily lose the proton. Deprotonation
depends on the strength of the base and the acidity of the
alcohol. Strong bases, such as NaNH2, can easily abstract a
proton from almost all alcohols. Likewise, more acidic alcohols
lose a proton more easily.
Determine which of the following reactions would undergo deprotonation based on the strength of the base and the acidity of the alcohol.
Check all that apply.
► View Available Hint(s)
CH3CH,OH + NH3 →CH,CH,O-NH
CH3
CH3
H3C-C-H+NH3 → H3 C-C-H
OH
O-NH
CH3CH2OH + NaNH, → CH3CH,O-Na* + NH3
CHC12
Cl₂…
Write the main product(s) that will be formed as a result of the following reaction, together with its mechanism.
Complete the following reaction diagram by giving either the reaction conditions or the missing products. The reaction mechanisms are not required.
Chapter 7 Solutions
Organic Chemistry: Structure and Function
Ch. 7.1 - Prob. 7.1ECh. 7.2 - Prob. 7.2ECh. 7.3 - Prob. 7.3ECh. 7.3 - Prob. 7.5TIYCh. 7.4 - Prob. 7.7TIYCh. 7.5 - Prob. 7.9TIYCh. 7.6 - Prob. 7.10ECh. 7.7 - Prob. 7.11ECh. 7.7 - Prob. 7.12ECh. 7.7 - Prob. 7.13E
Ch. 7.7 - Prob. 7.15TIYCh. 7.8 - Prob. 7.16ECh. 7.8 - Prob. 7.17ECh. 7.9 - Prob. 7.18ECh. 7.9 - Prob. 7.19ECh. 7.9 - Prob. 7.20ECh. 7.9 - Prob. 7.21ECh. 7.9 - Prob. 7.22ECh. 7 - Prob. 25PCh. 7 - Prob. 26PCh. 7 - Prob. 27PCh. 7 - Prob. 28PCh. 7 - Prob. 29PCh. 7 - Prob. 30PCh. 7 - Prob. 31PCh. 7 - Prob. 32PCh. 7 - Prob. 33PCh. 7 - Prob. 34PCh. 7 - Prob. 35PCh. 7 - Prob. 36PCh. 7 - Prob. 37PCh. 7 - Prob. 38PCh. 7 - Prob. 39PCh. 7 - Prob. 40PCh. 7 - Prob. 41PCh. 7 - Prob. 42PCh. 7 - Prob. 43PCh. 7 - Prob. 44PCh. 7 - Prob. 45PCh. 7 - Prob. 46PCh. 7 - Prob. 47PCh. 7 - Prob. 48PCh. 7 - Prob. 49PCh. 7 - Prob. 50PCh. 7 - Prob. 51PCh. 7 - Prob. 52PCh. 7 - Prob. 53PCh. 7 - Prob. 54PCh. 7 - Prob. 55PCh. 7 - Prob. 56PCh. 7 - Prob. 57PCh. 7 - Prob. 58PCh. 7 - Prob. 59PCh. 7 - Prob. 60PCh. 7 - Prob. 61PCh. 7 - Prob. 62PCh. 7 - Prob. 63PCh. 7 - Prob. 64PCh. 7 - Prob. 65PCh. 7 - Prob. 66PCh. 7 - Prob. 67PCh. 7 - Prob. 68PCh. 7 - Prob. 69PCh. 7 - Prob. 70P
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