Organic Chemistry - Standalone book
Organic Chemistry - Standalone book
10th Edition
ISBN: 9780073511214
Author: Francis A Carey Dr., Robert M. Giuliano
Publisher: McGraw-Hill Education
bartleby

Concept explainers

bartleby

Videos

Textbook Question
Book Icon
Chapter 1, Problem 46P

Each of the following species will be encountered at some point in this text. They all have the same number of electrons binding the same number of atoms and the same arrangement of bonds; they are isoelectronic. Specify which atoms, if any, bear a formal charge in the Lewis formula given and the net charge for each species.

:N N:

:C N:

:C C:

:N O:

:C O:

Expert Solution & Answer
Check Mark
Interpretation Introduction

Interpretation:

For the given isoelectronic species, the formal charge on the atoms and the net charge on each species is to be determined.

Concept introduction:

Formula to calculate the formal charge on an atom:

Formal charge=Group numberelectron count

Electroncount=12(numberofbondedelectrons)+(numberofunsharedelectrons)

In a molecule, the charge that is assigned to an atom is called the formal charge.

Answer to Problem 46P

Solution:

The formal charge is 0.

The net charge on the species is 0.

The formal charge on N is 0 and on C is 1.

The net charge on the species is 1.

The formal charge on C is 1.

The net charge on the species is 2.

The formal charge on N is 0 and on O is +1.

The net charge on the species is +1.

The formal charge on C is 1 and on O is +1. The net charge on the species is 0.

Explanation of Solution

(a) : NN :

Nitrogen belongs to Group 5A elements, thus the group number to be used for calculation is 5. Each nitrogen atom has shared six electrons. There is one unshared electron pair on each nitrogen atom.

Electroncount=12(6)+2=3+2=5

Formalcharge=55=0

Since, both the nitrogen atoms have zero formal charge on them, the net charge of the species is also zero.

(b) : CN :

Carbon belongs to Group 4A while nitrogen belongs to Group 5A in the periodic table. The carbon and nitrogen atoms both have shared six electrons. There is one unshared electron pair on carbon and nitrogen atom.

For carbon atom,

Electroncount=12(6)+2=3+2=5

Formalcharge=45=1

Hence, the formal charge on the carbon atom is 1.

For nitrogen atom,

Electroncount=12(6)+2=3+2=5

Formalcharge=55=0

Hence, the formal charge on nitrogen is 0.

Therefore, the net charge on the species is 1+0=1.

(c) : CC :

Carbon belongs to Group 4A in the periodic table. Each carbon atom has shared six electrons. There is one unshared electron pair on the carbon atom.

Electroncount=12(6)+2=3+2=5

Formalcharge=45=1

Hence, the formal charge on each carbon atom is 1.

Therefore, the net charge on the species is 1+(1)=2.

(d) : NO :

Nitrogen belongs to Group 5A while oxygen belongs to Group 6A in the periodic table. The nitrogen and oxygen atoms have shared six electrons each. There is one unshared electron pair on nitrogen and oxygen atom.

For nitrogen atom,

Electroncount=12(6)+2=3+2=5

Formalcharge=55=0

Hence, the formal charge on nitrogen is 0.

For oxygen atom,

Electroncount=12(6)+2=3+2=5

Formalcharge=65=+1

Hence, the formal charge on oxygen is +1.

Therefore, the net charge on the species is 0+(+1)=+1.

(d) : CO :

Carbon belongs to Group 4A while oxygen belongs to Group 6A in the periodic table. The carbon and oxygen atoms have shared six electrons each. There is one unshared electron pair on carbon and oxygen atom.

For carbon atom,

Electroncount=12(6)+2=3+2=5

Formalcharge=45=1

Hence, the formal charge on the carbon atom is 1.

For oxygen atom,

Electroncount=12(6)+2=3+2=5

Formalcharge=65=+1

Hence, the formal charge on oxygen is +1.

Therefore, the net charge on the species is -1+(+1)=0.

Want to see more full solutions like this?

Subscribe now to access step-by-step solutions to millions of textbook problems written by subject matter experts!
Students have asked these similar questions
Consider the incomplete structure shown.   Determine the formal charge on the bromine atom in the structure. If the atom is formally neutral, indicate a charge of zero.
Draw Lewis structures of the four molecules and/or ions with the formulas given below and figure out which two of these are isoelectronic with each another. Species which are isoelectronic have the same number of atoms, the same total number of electrons, the same number of valence electrons, and the same valence electron structure (single and multiple bonds and lone pairs in same places), but need not have the same distribution of formal charges on atoms.CN- and Cl2 and F2 and N2 a) CN- and N2 are isoelectronic.b) F2 and Cl2 are isoelectronic.c) N2 and Cl2 are isoelectronic.d) CN- and Cl2 are isoelectronic.e) N2 and F2 are isoelectronic.
What is the method of calculating the formal charge on any atom?

Chapter 1 Solutions

Organic Chemistry - Standalone book

Ch. 1.5 - The following inorganic species will be...Ch. 1.5 - Prob. 12PCh. 1.6 - Prob. 13PCh. 1.6 - Problem 1.14 Nitrosomethane and formaldoxime both...Ch. 1.6 - Prob. 15PCh. 1.7 - All of the bonds in the carbonate ion (CO32-) are...Ch. 1.7 - Prob. 17PCh. 1.8 - Prob. 18PCh. 1.8 - Prob. 19PCh. 1.9 - Sodium borohydride, NaBH4, has an ionic bond...Ch. 1.9 - Prob. 21PCh. 1.10 - Which of the following compounds would you expect...Ch. 1.11 - Using the curved arrow to guide your reasoning,...Ch. 1.11 - Prob. 24PCh. 1.11 - Prob. 25PCh. 1.12 - Prob. 26PCh. 1.12 - Prob. 27PCh. 1.12 - Prob. 28PCh. 1.12 - Prob. 29PCh. 1.12 - Prob. 30PCh. 1.13 - Which is the stronger acid, H2O or H2S? Which is...Ch. 1.13 - Prob. 32PCh. 1.13 - Prob. 33PCh. 1.13 - Hypochlorous and hypobromous acid (HOClandHOBr)...Ch. 1.13 - Prob. 35PCh. 1.13 - Prob. 36PCh. 1.14 - What is the equilibrium constant for the following...Ch. 1.14 - Prob. 38PCh. 1.14 - Prob. 39PCh. 1.15 - Write an equation for the Lewis acid/Lewis base...Ch. 1 - Write a Lewis formula for each of the following...Ch. 1 - Prob. 42PCh. 1 - Write structural formulas for all the...Ch. 1 - Prob. 44PCh. 1 - Expand the following structural representations so...Ch. 1 - Each of the following species will be encountered...Ch. 1 - Consider Lewis formulas A, B, and C: H2 C -NN:...Ch. 1 - Prob. 48PCh. 1 - Prob. 49PCh. 1 - Prob. 50PCh. 1 - Prob. 51PCh. 1 - Prob. 52PCh. 1 - Prob. 53PCh. 1 - Prob. 54PCh. 1 - Which compound in each of the following pairs...Ch. 1 - With a pKa of 11.6, hydrogen peroxide is a...Ch. 1 - The structure of montelukast, an antiasthma drug,...Ch. 1 - One acid has a pKa of 2, the other has a pKa of 8....Ch. 1 - Calculate Ka for each of the following acids,...Ch. 1 - Rank the following in order of decreasing acidity....Ch. 1 - Rank the following in order of decreasing...Ch. 1 - Consider 1.0 M aqueous solutions of each of the...Ch. 1 - Prob. 63PCh. 1 - Prob. 64PCh. 1 - Prob. 65PCh. 1 - Prob. 66PCh. 1 - Prob. 67PCh. 1 - Prob. 68PCh. 1 - Amide Lewis Structural Formulas Lewis formulas are...Ch. 1 - Amide Lewis Structural Formulas Lewis formulas are...Ch. 1 - Amide Lewis Structural Formulas Lewis formulas are...Ch. 1 - Prob. 72DSPCh. 1 - Amide Lewis Structural Formulas Lewis formulas are...Ch. 1 - Amide Lewis Structural Formulas Lewis formulas are...
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
Chemistry: The Molecular Science
Chemistry
ISBN:9781285199047
Author:John W. Moore, Conrad L. Stanitski
Publisher:Cengage Learning
Text book image
Chemistry: Principles and Practice
Chemistry
ISBN:9780534420123
Author:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward Mercer
Publisher:Cengage Learning
Text book image
Chemistry by OpenStax (2015-05-04)
Chemistry
ISBN:9781938168390
Author:Klaus Theopold, Richard H Langley, Paul Flowers, William R. Robinson, Mark Blaser
Publisher:OpenStax
Text book image
Pushing Electrons
Chemistry
ISBN:9781133951889
Author:Weeks, Daniel P.
Publisher:Cengage Learning
Text book image
Principles of Modern Chemistry
Chemistry
ISBN:9781305079113
Author:David W. Oxtoby, H. Pat Gillis, Laurie J. Butler
Publisher:Cengage Learning
Text book image
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
Stoichiometry - Chemistry for Massive Creatures: Crash Course Chemistry #6; Author: Crash Course;https://www.youtube.com/watch?v=UL1jmJaUkaQ;License: Standard YouTube License, CC-BY
Bonding (Ionic, Covalent & Metallic) - GCSE Chemistry; Author: Science Shorts;https://www.youtube.com/watch?v=p9MA6Od-zBA;License: Standard YouTube License, CC-BY
General Chemistry 1A. Lecture 12. Two Theories of Bonding.; Author: UCI Open;https://www.youtube.com/watch?v=dLTlL9Z1bh0;License: CC-BY