Pushing Electrons
4th Edition
ISBN: 9781133951889
Author: Weeks, Daniel P.
Publisher: Cengage Learning
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 1, Problem 50EQ
Interpretation Introduction
Interpretation:
The number of shared and unshared pairs of electrons in the given molecule is to be counted and the formal charge on C and Cl atoms is to be assigned.
Concept Introduction:
Some organic
To calculate the formal charge on an atom in any given structure it is necessary to distinguish between the electrons that make up an atom’s octet and the electrons that formally “belong” to an atom. In any given Lewis structure all electrons associated with an atom either as an unshared pair or shared pair are part of that atom’s octet.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Two major resonance structures are possible for the anion shown. One resonance form is given, but it is incomplete. Complete
the given structure by adding nonbonding electrons and formal charges. Draw the remaining structure, including nonbonding
electrons and formal charges. Omit curved arrows.
Structure A: complete the structure by adding
nonbonding electrons and formal charges.
H
H
H
I
Structure B: draw the remaining resonance structure,
including nonbonding electrons and formal charges.
H-
: z:
H
H
Two resonance structures are possible for the anion shown. One resonance form is given, but it is incomplete. Complete the
given structure by adding nonbonding electrons and formal charges. Draw the remaining resonance structure, including
nonbonding electrons and formal charges. Omit curved arrows.
Structure A: complete the structure by adding
Structure B: draw the remaining resonance structure,
nonbonding electrons and formal charges.
including nonbonding electrons and formal charges.
Rings
Erase
Select
Draw
Rings
More
Erase
Select
Draw
More
H
//
C
H.
H
Write the resonance structure for each of the following compounds. Which resonance structure contributes most to the hybrid? Explain your choice. Be sure write the formal charges where appropriate
Chapter 1 Solutions
Pushing Electrons
Ch. 1 - 1. Hydrogen is a Group I element and each...Ch. 1 - Methanol has the molecular formula CH4O. Its...Ch. 1 - 3. The skeleton of chloromethane is...Ch. 1 - 4. Methanol’s skeleton is
Connecting all bonded...Ch. 1 - 5. The structure for chloromethane is
It...Ch. 1 - Prob. 6EQCh. 1 - 7. Dimethyl ether
No. of electrons in...Ch. 1 - Methylamine (CH5N) No. of electrons in structure...Ch. 1 - Methanethiol (CH4S) No. of electrons in structure...Ch. 1 - Methylal (C3H8O2) No. of electrons in structure...
Ch. 1 - Prob. 11EQCh. 1 - Adding electrons to the skeleton by making single...Ch. 1 - This is done by removing an unshared pair from...Ch. 1 - Prob. 14EQCh. 1 - Prob. 15EQCh. 1 - Prob. 16EQCh. 1 - The skeleton of acetyl chloride is . Write the...Ch. 1 - Three constitutional isomers exist for the formula...Ch. 1 - A number of constitutional isomers exist for the...Ch. 1 - Using the method outlined above, derive the...Ch. 1 - Prob. 21EQCh. 1 - Prob. 22EQCh. 1 - Prob. 23EQCh. 1 - Prob. 24EQCh. 1 - The skeleton of benzyldimethylamine is
The...Ch. 1 - The skeleton is benzaldoxime is The number of...Ch. 1 - Prob. 27EQCh. 1 - Derive Lewis structures for the compounds below....Ch. 1 - Prob. 29EQCh. 1 - Derive Lewis structures for the compounds below....Ch. 1 - Prob. 31EQCh. 1 - Derive Lewis structures for the compounds below....Ch. 1 - The Lewis structure of acetone is Circling the...Ch. 1 - Chloromethane has the Lewis...Ch. 1 - In the Lewis structure for chloromethane, the...Ch. 1 - Prob. 36EQCh. 1 - The oxygen atom in acetone possesses ____ unshared...Ch. 1 - Nitrobenzene has the skeleton
The number of...Ch. 1 - Prob. 39EQCh. 1 - Compute and add on the formal charges I these...Ch. 1 - Prob. 41EQCh. 1 - Prob. 42EQCh. 1 - Prob. 43EQCh. 1 - Prob. 44EQCh. 1 - Prob. 45EQCh. 1 - Prob. 46EQCh. 1 - Prob. 47EQCh. 1 - Compute and add on the formal charges in these...Ch. 1 - Prob. 49EQCh. 1 - Prob. 50EQCh. 1 - The n-propyl cation can be formed from a molecule...Ch. 1 - Prob. 52EQCh. 1 - Prob. 53EQCh. 1 - Methanol, CH3OH, is a compound in which the formal...Ch. 1 - When a proton becomes bonded to diethyl ether, by...Ch. 1 - Tetrahydrofuran has the structure
When a proton...Ch. 1 - Prob. 57EQCh. 1 - Prob. 58EQCh. 1 - The structure of pyridine is
When a proton...Ch. 1 - The carbon atom owns one electron from each of ...Ch. 1 - The n-butyl anion can be formed from When the CLi...Ch. 1 - The isobutyl anion can be formed from When the CNa...Ch. 1 - Prob. 63EQCh. 1 - Ethanol, , is a compound in which the formal...Ch. 1 - The loss of a proton attached to the oxygen atom...Ch. 1 - A very strong base can remove a proton from...Ch. 1 - Prob. 67EQCh. 1 - Prob. 68EQCh. 1 - Prob. 69EQCh. 1 - The homolysis of the OO bond in diacetyl peroxide...Ch. 1 - Prob. 71EQCh. 1 - Prob. 72EQCh. 1 - Prob. 73EQCh. 1 - Prob. 74EQCh. 1 - Prob. 75EQCh. 1 - Heterolytic cleavage of the CO bond to yield a...Ch. 1 - Prob. 77EQCh. 1 - Prob. 78EQCh. 1 - Prob. 79EQCh. 1 - Prob. 80EQ
Knowledge Booster
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
- Ethanol, , is a compound in which the formal charge on all the atoms is zero. Under certain conditions the bond can be broken so that both electrons remain with the oxygen atom. The products are In this structure the oxygen owns one electron from shared pair and two electrons from each of unshared pairs. The total number of electrons belonging to oxygen is Oxygen is a Group element. The formal charge on the oxygen atom is . The correct Lewis structure for the ethoxide ion is Note that the other fragment, the proton, leaves with a formal charge of +1.arrow_forwardThe oxygen atom in acetone possesses ____ unshared pairs and ____ shared pairs of electrons. The number of electrons that belong to oxygen is ____. Oxygen is a Group ____ element. The formal charge on oxygen in acetone is ____.arrow_forwardThe 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_forward
- For the given compound, draw all significant resonance forms and rank them from most significant to least significant. Briefly explain the rankings. Part 1 Let's begin by considering which resonance patterns are present. First, add curved arrow(s) to show the resonance using the following pattern: a pi bond between two atoms of differing electronegativity. Modify the second structure given to draw the new resonance structure. Include relevant formal charges in your structure. Use the + and - tools to add/remove charges to an atom, and use the single bond tool to add/remove double bonds. H₂C CH₂ H₂C Edit Drawing CH₂ SUPPORTarrow_forwardWrite resonance structure for each of the following compounds and formal charges where appropriate. Which one most to hybrid? Explain.arrow_forwardThe curved arrow notation is a powerful method used by organic chemists to show the movement of electrons not only in resonance structures, but also in chemical reactions. Since each curved arrow shows the movement of two electrons, following the curved arrows illustrates what bonds are broken and formed in a reaction. Consider the following reaction. Choose the correct image that shows the curved arrows to show the movement of electrons.arrow_forward
- In the following Lewis structure of [BrO3]", every atom, bond and lone pair is positioned. To complete the structure, drag the formal charge tags to the appropriate atom(s). Each marker may be used more than once, or not at all. If an atom has a formal charge of zero, do not drag a tag to it. When you drag the marker in, place the little crosshairs in the upper left corner of the marker directly over the atom(s) in question (not above them). Ö: Br: 2+ 2-arrow_forwardUnshared, or lone, electron pairs play an important role in determining the chermical and physical properties of organic compounds. Thus, it is important to know which atoms carry unshared pairs. Use the structural formulas below to determine the number of unshared pairs at each designated atom. Be sure your answers are consistent with the formal charges on the formulas. The number of unshared pairs at atom a is The number of unshared pairs at atom b is HyC CH The number of unshared pairs at atom e is The number of unshared pairs at atom a is The number of unshared pairs at atom b is HC CH The number of unshared pairs at atom e isarrow_forwardThe following structure is an anion with three possible resonance contributors. One incomplete resonance form is shown below. Complete the given structure by adding nonbonding electrons and formal charges. Draw the two remaining resonance structures (in any order), including nonbonding electrons and formal charges.arrow_forward
- Determine (draw) the total number of resonance structures for the following molecule.arrow_forwardDraw the best Lewis structure for HCN and determine the formal charge on the nitrogen. Please just put in single number for answer. If it is positive no need for the +, if it is negative, please use the -.arrow_forward3. The following shows all resonance structures for the following molecule. a. Draw in all implied lone pairs. b. Draw in curved arrows that show the flow of electrons, making sure the arrows show the precise starting point and destination of the electrons. Label each arrow as: lp →→→л (p=lone pair) c. d. Rank the resonance structures from most stable to least based on the number of formal charges and atoms that lack an octet of electrons. ol-of-o. B A D d-d-d-o E C F Garrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
World of Chemistry, 3rd editionChemistryISBN:9781133109655Author:Steven S. Zumdahl, Susan L. Zumdahl, Donald J. DeCostePublisher:Brooks / Cole / Cengage Learning
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
World of Chemistry, 3rd edition
Chemistry
ISBN:9781133109655
Author:Steven S. Zumdahl, Susan L. Zumdahl, Donald J. DeCoste
Publisher:Brooks / Cole / Cengage Learning