Organic Chemistry - Standalone book
10th Edition
ISBN: 9780073511214
Author: Francis A Carey Dr., Robert M. Giuliano
Publisher: McGraw-Hill Education
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Chapter 1, Problem 51P
Interpretation Introduction
Interpretation:
More stable contributing structure for each of the given structures is to be written, curved arrows are to be used which shows the transformation of the original Lewis formula to the new one and formal charges are to be specified.
Concept introduction:
The resonance structure with the greater number of covalent bonds contributes more to the resonance hybrid provided the octet rule is not exceeded for second-row elements.
A Lewis structure can have more than one structure; they are called resonating structures.
The movement of a pair of electrons is shown by curved arrows.
the structure in which the negative charge is present on the most electronegative atom and the positive charge is present on the least electronegative element is known as the major resonance contributor.
The species having the smallest separation of oppositely charged atoms is the major contributor.
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Write a Lewis structure for each of the following molecules/ions. Be sure to show all non-zero
formal charges. Start by counting the valence electrons.
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
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I
Structure B: draw the remaining resonance structure,
including nonbonding electrons and formal charges.
H-
: z:
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H
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
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CH₂
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Chapter 1 Solutions
Organic Chemistry - Standalone book
Ch. 1.1 - How many electrons does carbon have? How many are...Ch. 1.1 - Referring to the periodic table as needed, write...Ch. 1.2 - Species that have the same number of electrons are...Ch. 1.2 - Which of the following ions possess a noble gas...Ch. 1.2 - Prob. 5PCh. 1.3 - Prob. 6PCh. 1.3 - Problem 1.7 All of the hydrogens are bonded to...Ch. 1.4 - Problem 1.8 In which of the compounds...Ch. 1.4 - Indicate the direction of the dipole for the...Ch. 1.5 - Prob. 10P
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...
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