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 1.7, Problem 17P
Interpretation Introduction
Interpretation:
The resonance structures for the given Lewis formulas are to be written by curved arrows and the stabilities of two Lewis formulas are to be compared and the more stable structure, if any, is to be identified.
Concept introduction:
Maximizing the number of bonds and obey the octet rule are the main factors that contribute to the stability of a resonance structure.
When two or more Lewis structure satisfy the octet rule, the structure which have the smallest charge separation is the major contributor.
Among all Lewis structural formulas that satisfy the octet rule, and in which one or more atoms bears the formal charge. The major contributor structure is one in which have the negative charge on the most electronegative atom.
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Draw Lewis structures of the ions or molecules whose formulas are given in the answer choices below. Determine whether each of these species follows the octet rule, is octet deficient (central atom works with less than eight electrons in its valence shell), or has an expanded octet (central atom works with more than eight electrons in its valence shell). Pick the choice which is correct.
a) The central atom in I3- is octet deficient.
b) The central atom in HCN has an expanded octet.
c) The central atom in BCl3 is octet deficient.
d) The central atom in CO32- has an expanded octet.
e) The central atom in ICl4- is octet deficient.
In the POF, molecule, the P atom is the central atom.
Draw a Lewis diagram of POF, for which all formal charges are equal to zero. How many double bonds are there in the structure that you have drawn?
number of double bonds =
Draw a Lewis diagram in which the octet rule is satisfied on all atoms. What are the formal charges on the following atoms in the structure that you have
drawn?
P
Based on formal charge, which is the best Lewis structure for the molecule?
Decide whether this proposed Lewis structure is reasonable.
proposed Lewis structure
Is the proposed Lewis structure reasonable?
Yes.
No, it has the wrong number of valence electrons.
..
:0 C 0:
The correct number is:|
No, it has the right number of valence electrons but doesn't satisfy the
octet rule.
The symbols of the problem atoms are:*
* If two or more atoms of the same element don't satisfy the octet rule, just enter the chemical symbol as many
times as necessary. For example, if two oxygen atoms don't satisfy the octet rule, enter "O,0".
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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