Organic Chemistry: Structure and Function
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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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 mechanism leading to the product(s) for the acid-base reactions below. Label the acid, base, nucleophile, and electrophile. Where possible, label the conjugate base and the conjugate acid.
Write the main product(s) that will be formed as a result of the following reaction, together with its mechanism.
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