Chemistry: The Central Science (13th Edition)
13th Edition
ISBN: 9780321910417
Author: Theodore E. Brown, H. Eugene LeMay, Bruce E. Bursten, Catherine Murphy, Patrick Woodward, Matthew E. Stoltzfus
Publisher: PEARSON
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Textbook Question
Chapter 5, Problem 106AE
The hydrocarbons acetylene (C2H2) and benzene (C6H6) have the same empirical formula. Benzene is an "
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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 5 Solutions
Chemistry: The Central Science (13th Edition)
Ch. 5.2 - Prob. 5.1.1PECh. 5.2 - Prob. 5.1.2PECh. 5.3 - Prob. 5.2.1PECh. 5.3 - Prob. 5.2.2PECh. 5.3 - Prob. 5.3.1PECh. 5.3 - Prob. 5.3.2PECh. 5.4 - Prob. 5.4.1PECh. 5.4 - Prob. 5.4.2PECh. 5.5 - Prob. 5.5.1PECh. 5.5 - Prob. 5.5.2PE
Ch. 5.5 - Practice Exercise 1 Suppose you have equal masses...Ch. 5.5 - Prob. 5.6.2PECh. 5.5 - Prob. 5.7.1PECh. 5.5 - Prob. 5.7.2PECh. 5.6 - Prob. 5.8.1PECh. 5.6 - Prob. 5.8.2PECh. 5.6 - Prob. 5.9.1PECh. 5.6 - Prob. 5.9.2PECh. 5.7 - Prob. 5.10.1PECh. 5.7 - Prob. 5.10.2PECh. 5.7 - Prob. 5.11.1PECh. 5.7 - Prob. 5.11.2PECh. 5.7 - Prob. 5.12.1PECh. 5.7 - Practice Exercise 2 Use Table 5.3 to calculate the...Ch. 5.8 - Prob. 5.13.1PECh. 5.8 - Practice Exercise 2 Given the following standard...Ch. 5.8 - Prob. 5.14.1PECh. 5.8 - Prob. 5.14.2PECh. 5 - Prob. 1DECh. 5 - Prob. 1ECh. 5 - Prob. 2ECh. 5 - Prob. 3ECh. 5 - Practice Exercise 2
Using Table 20.1, rank...Ch. 5 - Prob. 5ECh. 5 - Prob. 6ECh. 5 - Prob. 7ECh. 5 - Prob. 8ECh. 5 - Prob. 9ECh. 5 - Prob. 10ECh. 5 - Prob. 11ECh. 5 - Prob. 12ECh. 5 - Prob. 13ECh. 5 - Prob. 14ECh. 5 - Prob. 15ECh. 5 - Prob. 16ECh. 5 - Prob. 17ECh. 5 - Prob. 18ECh. 5 - Prob. 19ECh. 5 - Prob. 20ECh. 5 - Prob. 21ECh. 5 - Prob. 22ECh. 5 - Prob. 23ECh. 5 - Prob. 24ECh. 5 - Prob. 25ECh. 5 - Prob. 26ECh. 5 - Prob. 27ECh. 5 - In chemical kinetics, the entropy of activation is...Ch. 5 - Prob. 29ECh. 5 - Prob. 30ECh. 5 - Prob. 31ECh. 5 - The following data compare the standard enthalpies...Ch. 5 - Prob. 33ECh. 5 - Prob. 34ECh. 5 - Prob. 35ECh. 5 - What is the reducing agent in the following...Ch. 5 - Prob. 37ECh. 5 - Prob. 38ECh. 5 - Prob. 39ECh. 5 - Prob. 40ECh. 5 - Prob. 41ECh. 5 - Prob. 42ECh. 5 - Prob. 43ECh. 5 - The standard cell potential is 1.46 V for a...Ch. 5 - Prob. 45ECh. 5 - Prob. 46ECh. 5 - Prob. 47ECh. 5 - Prob. 48ECh. 5 - Prob. 49ECh. 5 - Practice Exercise 1
Which of the following...Ch. 5 - Prob. 51ECh. 5 - Prob. 52ECh. 5 - Prob. 53ECh. 5 - Prob. 54ECh. 5 - Prob. 55ECh. 5 - Prob. 56ECh. 5 - Prob. 57ECh. 5 - Prob. 58ECh. 5 - Prob. 59ECh. 5 - Prob. 60ECh. 5 - What is the connection between Hess’s law and the...Ch. 5 - Prob. 62ECh. 5 - 20.2 You may have heard that “antioxidants” are...Ch. 5 - Prob. 64ECh. 5 - Prob. 65ECh. 5 - Prob. 66ECh. 5 - Prob. 67ECh. 5 - Prob. 68ECh. 5 - Prob. 69ECh. 5 - Prob. 70ECh. 5 - Prob. 71ECh. 5 - Prob. 72ECh. 5 - 20.13
What is meant by the term oxidation?
On...Ch. 5 - Prob. 74ECh. 5 - Prob. 75ECh. 5 - Prob. 76ECh. 5 - Prob. 77ECh. 5 - Prob. 78ECh. 5 - Prob. 79ECh. 5 - Prob. 80ECh. 5 - Prob. 81ECh. 5 - Prob. 82ECh. 5 - Prob. 83ECh. 5 - Prob. 84ECh. 5 - Prob. 85ECh. 5 - The heat of combustion of ethanol, C2H5OH(l) is...Ch. 5 - Prob. 87ECh. 5 - Prob. 88ECh. 5 - Prob. 89ECh. 5 - The automobile fuel called E85 consists of 85%...Ch. 5 - Prob. 91AECh. 5 - Prob. 92AECh. 5 - Prob. 93AECh. 5 - Prob. 94AECh. 5 - 5.95 Consider a system consisting of the following...Ch. 5 - A sample of gas is contained in a...Ch. 5 - Prob. 97AECh. 5 - Prob. 98AECh. 5 - A house is designed to have passive solar energy...Ch. 5 - Prob. 100AECh. 5 - Prob. 101AECh. 5 - Prob. 102AECh. 5 - Burning methane in oxygen can produce three...Ch. 5 - Prob. 104AECh. 5 - Prob. 105AECh. 5 - The hydrocarbons acetylene (C2H2) and benzene...Ch. 5 - Prob. 107AECh. 5 - Three common hydrocarbons that contain four...Ch. 5 - Prob. 109AECh. 5 - The Sun supplies about 1.0 kilowatt of energy for...Ch. 5 - It is estimated that the net amount of carbon...Ch. 5 - Prob. 112IECh. 5 - Prob. 113IECh. 5 - Prob. 114IECh. 5 - Prob. 115IECh. 5 - Prob. 116IECh. 5 - Prob. 117IECh. 5 - The methane molecule, CH4, has the geometry shown...Ch. 5 - Prob. 119IE
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