Chemistry (OER)
19th Edition
ISBN: 9781947172623
Author: OpenStax
Publisher: OpenStax College
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Textbook Question
Chapter 8, Problem 7E
A friend tells you
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13. (11pts total) Consider the arrows pointing at three different carbon-carbon bonds in the
molecule depicted below.
Bond B
Bond A
Bond C
a. (2pts) Which bond between A-C is weakest? Which is strongest? Place answers in
appropriate boxes.
Weakest
Bond
Strongest
Bond
b. (4pts) Consider the relative stability of all cleavage products that form when bonds A,
B, AND C are homolytically cleaved/broken. Hint: cleavage products of bonds A, B,
and C are all carbon radicals.
i. Which ONE cleavage product is the most stable? A condensed or bond line
representation is fine.
ii. Which ONE cleavage product is the least stable? A condensed or bond line
representation is fine.
c. (5pts) Use principles discussed in lecture, supported by relevant structures, to
succinctly explain the why your part b (i) radical is more stable than your part b(ii)
radical. Written explanation can be no more than one-two succinct sentence(s)!
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Statifically more chances to abstract one of these 6H
11. (10pts total) Consider the radical chlorination of 1,3-diethylcyclohexane depicted below. 4
4th total
• 6H total
래
• 4H total
21 total
ZH
2H
Statistical
H < 3° C-H weakest
-
product
abstraction here
bund
leads to thermo favored
a) (6pts) How many unique mono-chlorinated products can be formed and what are the
structures for the thermodynamically and statistically favored products?
Product
6
Number of Unique
Mono-Chlorinated Products
Thermodynamically
Favored Product
Statistically
Favored Product
b) (4pts) Draw the arrow pushing mechanism for the FIRST propagation step (p-1) for the
formation of the thermodynamically favored product. Only draw the p-1 step. You do
not need to include lone pairs of electrons. No enthalpy calculation necessary
H
H-Cl
Waterfox
10. (5pts) Provide the complete arrow pushing mechanism for the chemical transformation →
depicted below
Use proper curved arrow notation that explicitly illustrates all bonds being broken, and
all bonds formed in the transformation.
Also, be sure to include all lone pairs and formal charges on all atoms involved in the
flow of electrons.
CH3O
II
HA
H
CH3O-H
H
①
Chapter 8 Solutions
Chemistry (OER)
Ch. 8 - Explain how and bonds are similar and how they...Ch. 8 - Draw a curve that describes the energy of a system...Ch. 8 - Explain why bonds occur at specific average bond...Ch. 8 - Use valence bond theory to explain the bonding in...Ch. 8 - Use valence bond theory to explain the bonding in...Ch. 8 - How many and bonds are present in the molecule...Ch. 8 - A friend tells you N2 has three bonds due to...Ch. 8 - Draw the Lewis structures for CO2 and CO, and...Ch. 8 - Why is the concept of hybridization required in...Ch. 8 - Give the shape that describes each hybrid orbital...
Ch. 8 - Explain why a carbon atom cannot form five bonds...Ch. 8 - What is the hybridization of the central atom in...Ch. 8 - A molecule with the formula AB3 could have one of...Ch. 8 - Methionine, CH3SCH2CH2CH(NH2)CO2H, is an amino...Ch. 8 - Sulfuric acid is manufactured by a series of...Ch. 8 - Two important industrial chemicals, ethene, C2H4,...Ch. 8 - For many years after they were discovered, it was...Ch. 8 - Consider nitrous acid, HNO2 (HONO). (a) Write a...Ch. 8 - Strike-anywhere matches contain a layer of KClO3...Ch. 8 - Identify the hybridization of each carbon atom in...Ch. 8 - Write Lewis structures for NF3 and PP5. On the...Ch. 8 - In addition to NF3, two other fluoro derivatives...Ch. 8 - The bond energy of a C—C single bond averages 347...Ch. 8 - For the carbonate ion, CO32, draw all of the...Ch. 8 - A useful solvent that will dissolve salts as well...Ch. 8 - For the molecule allene, H2C=C=CH2, give the...Ch. 8 - Identify the hybridization of the central atom in...Ch. 8 - Describe the molecular geometry and hybridization...Ch. 8 - For each of the following molecules, indicate the...Ch. 8 - For each of the following structures, determine...Ch. 8 - Draw the orbital diagram for carbon in CO2 showing...Ch. 8 - Sketch the distribution of electron density in the...Ch. 8 - How are the following similar, and how do they...Ch. 8 - If molecular orbitals are created by combining...Ch. 8 - Can a molecule with an odd number of electrons...Ch. 8 - Can a molecule with an even number of electrons...Ch. 8 - Why are bonding molecular orbitals lower in energy...Ch. 8 - Calculate the bond order for an ion with this...Ch. 8 - Explain why an electron in the bonding molecular...Ch. 8 - Predict the valence electron molecular orbital...Ch. 8 - Determine the bond order of each member of the...Ch. 8 - For the first ionization energy for an N2...Ch. 8 - Compare the atomic and molecular orbital diagrams...Ch. 8 - Which of the period 2 homonuclear diatomic...Ch. 8 - A friend tells you that the 2s orbital for...Ch. 8 - True or false: Boron contains 2s22p1 valence...Ch. 8 - What charge would be needed on F2 to generate an...Ch. 8 - Predict whether the MO diagram S2 would show s-p...Ch. 8 - Explain why N22+ is diamagnetic, while O24+, which...Ch. 8 - Using the MO diagrams, predict the bond order for...
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