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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Draw the curved arrows and the products formed in the acid-base reaction of HBr and NH3. Determine the direction of equilibrium. Step 1: What happens in an acid-base reaction? Step 2: Draw the products of the acid-base reaction. Step 3: Draw the curved arrow mechanism of the acid-base reaction. Step 4: Determine the direction of equilibrium. A. Draw the curved arrow mechanism. Select Draw Rings More Erase |||| N H Br H : Br B. The equilibrium arrows H lie to the left (the backwards direction) lie to the right (the forward direction) .. NH3 Q 2 Q -I + :Br: + H-N-H H
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Organic Chemistry: A Guided Inquiry

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