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 17E

(a)

Interpretation Introduction

Interpretation:The curved arrows for acid-base reaction below should be added.

  Organic Chemistry: A Guided Inquiry, Chapter 5, Problem 17E , additional homework tip  1

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 alcohol that is stronger acid from below alcoholson the basis of pKa should be determined.

  Organic Chemistry: A Guided Inquiry, Chapter 5, Problem 17E , additional homework tip  2

Concept introduction:The dissociation constant of acid represents strength of acid in solution. It is denoted by Ka . The expression of pKa is as follows:

  pKa=logKa

(c)

Interpretation Introduction

Interpretation: The conjugate base that has lower potential energy in below reactionshould be determined.

  Organic Chemistry: A Guided Inquiry, Chapter 5, Problem 17E , 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.

(d)

Interpretation Introduction

Interpretation: The relation between below exampleand story should be explained.

  Organic Chemistry: A Guided Inquiry, Chapter 5, Problem 17E , additional homework tip  4

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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6. Each of these is an erroneous attempt to show the most likely acid base reaction. a. Briefly explain what is wrong with the reaction/curved arrows as shown. b. Redraw the reaction/curved arrows, correcting all errors, and draw the correct products e. Label your curved arrows with pKa/sign and give a AH... estimate in the box. Rxn A Explanation Conected reaction Rxn B Explanation H Corted reaction ONH₂ Han AH rus

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Organic Chemistry: A Guided Inquiry

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