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 7.4, Problem 7.7TIY
Interpretation Introduction
Interpretation: The major substitution product that would result from reaction of
Concept introduction: Tertiary Haloalkane is a typical example for unimolecuar substitution. It proceeds via two-step mechanism. The first slow step that determines rate is the removal of leaving group from the substrate haloalkane and generates a carbocation. Since the rate is only governed by substrate alone and no other nucleophile or solvent it is termed as unimolecuar substitution. The final step is attack of nucleophile on carbocation generated and formation of racemic products.
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Would the following organic synthesis occur in one step? Add any missing products, required catalysts, inorganic reagents, and other important conditions. Please include a detailed explanation and drawings showing how the reaction may occur in one step.
This organic molecule is dissolved in an acidic aqueous solution:
OH
OH
A short time later sensitive infrared spectroscopy reveals the presence of a new C = O stretch absorption. That is, there must now be a new molecule present
with at least one C = O bond.
In the drawing area below, show the detailed mechanism that could convert the molecule above into the new molecule.
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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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