Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN: 9780618974122
Author: Andrei Straumanis
Publisher: Cengage Learning
bartleby

Concept explainers

Question
Book Icon
Chapter 5, Problem 16E
Interpretation Introduction

Interpretation:The most acidic hydrogen in pair of molecules given below should be circled. Also, molecule that haslower value of pKa in pair should be determined.

  Organic Chemistry: A Guided Inquiry, Chapter 5, Problem 16E

Concept introduction:Lewis structure is representation of molecule in which dots are shown to represent unshared electrons and lines are shown to represent bonds. These lines and dots represent distribution of the electrons in the molecule.

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.

Rules to form resonance structure are as follows:

1. Use arrow types 1 and 2 for resonance structure of anions in movement of negative charge.

2. Use only arrow type 3 to move a positive charge for resonance structure of cations.

3. The sigma bond should not be broken. Any atom must not move from its place and total number of electrons must be same in all resonance structures.

Blurred answer
Students have asked these similar questions
Br NH₂ OH NH₂ CH3 A/RO/exception Circle the more acidic compound and determine the effect responsible for such observation using ARIO methods, or if its an exception to the rule. Please explain thanks.
The structure of ascorbic acid is shown below. Redraw the structure and circle the most acidic hydrogen. Briefly explain your selection.
1. Rank the following species in order of increasing acidity. Explain your reasons for ordering them as you do. HF NH3 H2SO4 CH3OH CH3COOH H3O+ H2O2. Consider the following compounds that vary from nearly nonacidic to strongly acidic. Draw the conjugate bases of these compounds, and explain why the acidity increases so dramatically with substitution by nitro groups. CH4 CH3NO2 CH2(NO2)2 CH(NO2)3

Chapter 5 Solutions

Organic Chemistry: A Guided Inquiry

Knowledge Booster
Background pattern image
Chemistry
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
  • Text book image
    Organic Chemistry: A Guided Inquiry
    Chemistry
    ISBN:9780618974122
    Author:Andrei Straumanis
    Publisher:Cengage Learning
    Text book image
    Organic Chemistry
    Chemistry
    ISBN:9781305580350
    Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
    Publisher:Cengage Learning
    Text book image
    Organic Chemistry
    Chemistry
    ISBN:9781305080485
    Author:John E. McMurry
    Publisher:Cengage Learning
Text book image
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9781305080485
Author:John E. McMurry
Publisher:Cengage Learning