Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN: 9780618974122
Author: Andrei Straumanis
Publisher: Cengage Learning
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Chapter 5, Problem 28CTQ

(a)

Interpretation Introduction

Interpretation: The conjugate base of acetic acid with its two important resonance structuresshould be determined.

Concept introduction: According to Bronsted-Lowry concept, substance that donates proton is termed as acid while that accepts or gains protons is called base. Species formed after loss of protons from acids are known as their respective conjugate bases whereas conjugate acid is produced by addition of protons to base.

(b)

Interpretation Introduction

Interpretation: The rank of below bases from highest to lowest potential energy on the basis of their pKa data should be determined.

  Organic Chemistry: A Guided Inquiry, Chapter 5, Problem 28CTQ , additional homework tip  1

Concept introduction: When one single structure is unable to describe all the properties of single molecule, a phenomenon called resonance comes into play. This arises when two or more than two Lewis structures are possible for one molecule. All such structures are called resonating structures and have same placement of atoms in them but these have different locations of bond pairs and lone pairs. The resonating structures are inter-convertible with each other. The resultant of all the resonating or contributing structures is called the resonance hybrid.

(c)

Interpretation Introduction

Interpretation: The rank of below anions from highest to lowest potential energy on the basis of resonance should be determined.

  Organic Chemistry: A Guided Inquiry, Chapter 5, Problem 28CTQ , additional homework tip  2

Concept introduction: When one single structure is unable to describe all the properties of single molecule, a phenomenon called resonance comes into play. This arises when two or more than two Lewis structures are possible for one molecule. All such structures are called resonating structures and have same placement of atoms in them but these have different locations of bond pairs and lone pairs. The resonating structures are inter-convertible with each other. The resultant of all the resonating or contributing structures is called the resonance hybrid.

(d)

Interpretation Introduction

Interpretation: The quantity and quality of resonance structures of below anions can affect their potential energy should be summarized.

  Organic Chemistry: A Guided Inquiry, Chapter 5, Problem 28CTQ , additional homework tip  3

Concept introduction: When one single structure is unable to describe all the properties of single molecule, a phenomenon called resonance comes into play. This arises when two or more than two Lewis structures are possible for one molecule. All such structures are called resonating structures and have same placement of atoms in them but these have different locations of bond pairs and lone pairs. The resonating structures are inter-convertible with each other. The resultant of all the resonating or contributing structures is called the resonance hybrid.

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Lewis Dot Structures. (Remember add charges if needed) Draw the Lewis Dot Structure for the product of the following reaction. CH3 BF3 CHS Which is the Lewis Acid in the above reaction BF, or O(CH,),? Draw the Lewis Dot Structure of a Resonance Form of acetaldehyde anion, A, in Box B shown below. H. A B Which is the most stable resonance form A or B?
1. For each statement, pick the correct answer. a. In the reaction below, SO,2 is Select] v (an acid, a base), H3O* is [ Select ] HSO4 is ( Select] , and H2O is [ Select ] H,0* = HSO; H20 b. For this reaction, the conjugate of SO, is ISelect] v and the conjugate of H3O* is (Select] C. According to Table 2, the stronger of the two acids in this reaction is [ Select ) and the weaker of the two acids is ( Select ] d. At equilibrium, there will be more SO42- and H30+ than I

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Organic Chemistry: A Guided Inquiry

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