a) Interpretation: The electrostatic potential map of imidazole is given. The most acidic hydrogen atom and most basic hydrogen atom in it are to be identified. Concept introduction: Electrostatic potential maps are useful because they show at a glance the electron rich and electron poor atoms in the molecule. The electron rich regions are shown in red and the electron poor regions are shown in blue. To identify: The most acidic hydrogen atom and most basic nitrogen atom in imidazole by looking at its electrostatic potential map.

Question

Classify each of the following as either a substitution, elimination, or addition reaction. CH3 CH3 CH3-C-CH-CH2-CH3 ÓH CH3CH₂ CH3-C=C-CH2-CH3 + H₂O H* CH3-04-0 O-CH, Ý HỌ CHI OH CH3-CH2-0 CH3-CH2-CH2-C-CH3 + H₂O CH3-CH2-0 OH H+ CH3CHO-CH, THO ° CH3 OH CH3-CH2-CH2-C-CH3 + HO-CH2-CH3 CH3-CH2-0 CH3-C-CH3 + HO-CH3 H* CH3-C-CH3 CHCH O-CH3 OH CH₂--CH₂ H* CH3-CCH3 + HỌ CH CH3-C-CH3 Ô CHI Osubstitution O elimination O addition Osubstitution O elimination addition substitution O elimination O addition substitution O elimination addition O substitution O elimination addition

Answer 1

Question

Chapter 2.11, Problem 18P

Interpretation Introduction

a)

Interpretation:

The electrostatic potential map of imidazole is given. The most acidic hydrogen atom and most basic hydrogen atom in it are to be identified.

Concept introduction:

Electrostatic potential maps are useful because they show at a glance the electron rich and electron poor atoms in the molecule. The electron rich regions are shown in red and the electron poor regions are shown in blue.

To identify:

The most acidic hydrogen atom and most basic nitrogen atom in imidazole by looking at its electrostatic potential map.

Interpretation Introduction

b)

Interpretation:

Structures for the resonance forms of the products that result when imidazole is protonated by an acid and deprotonated by a base are to be drawn.

Concept introduction:

Resonance forms differ only in the placement of their π and nonbonding valence electrons. Neither the position nor the hybridization of any atom changes from one resonance form to another. For writing different resonance forms in the structure given, first a three atom groupings with a multiple bond and a p orbital with pair of electrons is to be identified. Then the exchange of position of double bond and electrons in p orbital will give another resonance form. The shift is represented by a curved arrow.

To identify:

Draw structures for the resonance forms of the products that result when imidazole is protonated by an acid and deprotonated by a base.

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