Concept explainers
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.
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:
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
The net charge on the species is
The formal charge on
The net charge on the species is
The formal charge on
The net charge on the species is
The formal charge on
The net charge on the species is
The formal charge on
Explanation of Solution
(a)
Nitrogen belongs to Group
Since, both the nitrogen atoms have zero formal charge on them, the net charge of the species is also zero.
(b)
Carbon belongs to Group
For carbon atom,
Hence, the formal charge on the carbon atom is
For nitrogen atom,
Hence, the formal charge on nitrogen is
Therefore, the net charge on the species is
(c)
Carbon belongs to Group
Hence, the formal charge on each carbon atom is
Therefore, the net charge on the species is
(d)
Nitrogen belongs to Group
For nitrogen atom,
Hence, the formal charge on nitrogen is
For oxygen atom,
Hence, the formal charge on oxygen is
Therefore, the net charge on the species is
(d)
Carbon belongs to Group
For carbon atom,
Hence, the formal charge on the carbon atom is
For oxygen atom,
Hence, the formal charge on oxygen is
Therefore, the net charge on the species is
Want to see more full solutions like this?
Chapter 1 Solutions
Package: Organic Chemistry With Connect 2-year Access Card
- The Lewis structure of acetone is Circling the carbonyl carbon, i.e., the carbon atom attached to oxygen, and its octet gives Circling the oxygen atom and its octet gives Thus, atoms share electrons in making bonds, and a pair of electrons may be included in the octet of two different atoms. When computing the formal charge on an atom, the number of electrons that belong to that atom is compared with the number of electrons the atom would have in the unbonded and neutral state. If the two numbers are the same, the formal charge on the atom is zero. In a Lewis structure both electrons in an unshared pair belong to the atom, and one of every pair of shared (bonding) electrons belongs to the atom.arrow_forwardThe molecular ion S3N3 has the cyclic structure All SN bonds are equivalent. (a) Give six equivalent resonance hybrid Lewis diagrams for this molecular ion. (b) Compute the formal charges on all atoms in the molecular ion in each of the six Lewis diagrams. (c) Determine the charge on each atom in the polyatomic ion, assuming that the true distribution of electrons is the average of the six Lewis diagrams arrived at in parts (a) and (b). (d) An advanced calculation suggests that the actual charge resident on each N atom is 0.375 and on each S atom is +0.041 . Show that this result is consistent with the overall +1 charge on the molecular ion.arrow_forwardthe formal charges on all the atoms in the following Lewis diagrams. Which one would best represent bonding in the molecule Cl2O ?arrow_forward
- Write all possible resonance structures for the following species. Assign a formal charge to each atom. In each case, which resonance structure is the most important? (a) NO2 (nitrogen is central) (b) ClCNarrow_forwardTwo Lewis structures can be written for nitrosyl fluoride, which contains one nitrogen, one oxygen, and one fluorine atom per molecule. Write the two Lewis structures land assign a formal charge to each atom.arrow_forwardIn the Lewis structure for chloromethane, the chlorine atom is sharing _____ electron pair and “owns” _____ of those electrons. Also, the chlorine atom possesses two electrons from each of _____ unshared pairs. The total number of electrons that belong to chlorine is 7 . Chlorine is a Group ____ element. The formal charge on chlorine in chloromethane is ____.arrow_forward
- A complete Lewis structure must show all nonzero formal charges. Complete each of thefollowing Lewis structures by adding any missing formal charges.arrow_forwardAspartame is an artificial sweetener marketed under the name Nutra-Sweet. A partial Lewis structure for aspartame is shown below. Aspartame can be classified as an organic compound (a compound based on carbon atoms). The majority of Lewis structures for simple organic compounds have all atoms with a formal charge of zero. Therefore, add lone pairs and multiple bonds to the structure above to give each atom a formal charge of zero when drawing the Lewis structure. Also note that the six-sided ring is shorthand notation for a benzene ring (C6H5). Benzene is discussed in Section 4-7. Complete the Lewis structure for aspartame. How many C and N atoms exhibit sp1 hybridization? How many C and O atoms exhibit sp3 hybridization? How many and bonds are in aspartame?arrow_forwardA stable triatomic molecule can be formed that contains one atom each of nitrogen, sulfur, and fluorine. Three bonding structures are possible, depending on which is the central atom: NSF, SNF, and SFN. (a) Write a Lewis diagram for each of these molecules, indicating the formal charge on each atom. (b) Often, the structure with the least separation of formal charge is the most stable. Is this statement consistent with the observed structure for this molecule—namely, NSF, which has a central sulfur atom? (c) Does consideration of the electronegativities of N, S, and F from Figure 3.18 help rationalize this observed structure? Explain.arrow_forward
- Specify the formal charges (both sign and magnitude) on the atoms labelled a-c.arrow_forwardHow many resonance structures can be drawn for the hydrogen tellurate ion (HTeO4–) in which the central tellurium atom bears a –1 formal charge and the oxygens bear formal charges of either zero or –1? Enter your answer as a whole number.arrow_forwardA stable triatomic molecule can be formed that contains one atom each of nitrogen, sulfur, and fluorine. Three bonding structures are possible, depending on which is the central atom: NSF, SNF, and SFN. (a) Write a Lewis diagram for each of these molecules, indicating the formal charge on each atom. (b) Often, the structure with the least separation of formal charge is the most stable. Is this statement consistent with the observed structure for this molecule— namely, NSF, which has a central sulfur atom? (c) Does consideration of the electronegativities of N, S, and F from Figure 3.18 help rationalize this observed structure? Explain. 100. The gasarrow_forward
- Chemistry: The Molecular ScienceChemistryISBN:9781285199047Author:John W. Moore, Conrad L. StanitskiPublisher:Cengage LearningChemistry: Principles and PracticeChemistryISBN:9780534420123Author:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward MercerPublisher:Cengage LearningChemistry by OpenStax (2015-05-04)ChemistryISBN:9781938168390Author:Klaus Theopold, Richard H Langley, Paul Flowers, William R. Robinson, Mark BlaserPublisher:OpenStax
- Principles of Modern ChemistryChemistryISBN:9781305079113Author:David W. Oxtoby, H. Pat Gillis, Laurie J. ButlerPublisher:Cengage LearningOrganic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning