ORGANIC CHEMISTRY - LOOSELEAF W/CONNECT
ORGANIC CHEMISTRY - LOOSELEAF W/CONNECT
6th Edition
ISBN: 9781266060144
Author: SMITH
Publisher: MCG
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Chapter 21.3, Problem 7P
Interpretation Introduction

Interpretation: The increasing order of acidity for the labeled CH2 protons is to be shown.

Concept Introduction: The most acidic hydrogen (H) atom or proton is the one which can be easily eliminated from the molecule. In case of carbonyl group, the CH bond that is present on the αcarbon atom of carbonyl group is highly acidic as compared to sp3 hybridized carbon-hydrogen bonds due to the formation of resonance stabilized enolate.

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Rank the bases below in order of increasing basicity.
Consider the below molecule and its hydrogen atoms labeled a through e. Rank the named hydrogen atoms in order of increasing acidity. Explain your choice.
From each pair, select the stronger base. Then draw the conjugate acid of the stronger base below. CICH,CH,0¯ or CH;CH,0- • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • You do not have to include lone pairs in your answer. opy aste [F

Chapter 21 Solutions

ORGANIC CHEMISTRY - LOOSELEAF W/CONNECT

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