Study Guide with Student Solutions Manual for Seager/Slabaugh/Hansen's Chemistry for Today: General, Organic, and Biochemistry, 9th Edition
9th Edition
ISBN: 9781305968608
Author: Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher: Cengage Learning
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Textbook Question
Chapter 11, Problem 11.69E
Would you expect a molecule of urea produced in the body to have any different physical or chemical properties from a molecule of urea prepared in a laboratory?
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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 11 Solutions
Study Guide with Student Solutions Manual for Seager/Slabaugh/Hansen's Chemistry for Today: General, Organic, and Biochemistry, 9th Edition
Ch. 11 - Prob. 11.1ECh. 11 - Prob. 11.2ECh. 11 - Prob. 11.3ECh. 11 - Prob. 11.4ECh. 11 - Prob. 11.5ECh. 11 - Prob. 11.6ECh. 11 - Prob. 11.7ECh. 11 - Prob. 11.8ECh. 11 - Prob. 11.9ECh. 11 - Prob. 11.10E
Ch. 11 - Prob. 11.11ECh. 11 - Prob. 11.12ECh. 11 - Prob. 11.13ECh. 11 - Prob. 11.14ECh. 11 - What molecular geometry exists when a central...Ch. 11 - Compare the shapes of unhybridized p and...Ch. 11 - Use Example 11.1 and Tables 11.2 and 11.6 to...Ch. 11 - Prob. 11.18ECh. 11 - Prob. 11.19ECh. 11 - Prob. 11.20ECh. 11 - Prob. 11.21ECh. 11 - Prob. 11.22ECh. 11 - Prob. 11.23ECh. 11 - Write a condensed structural formula for the...Ch. 11 - Write a condensed structural formula for the...Ch. 11 - Write an expanded structural formula for the...Ch. 11 - Prob. 11.27ECh. 11 - Classify each of the following compounds as a...Ch. 11 - Why are different conformations of an alkane not...Ch. 11 - Which of the following pairs represent structural...Ch. 11 - Prob. 11.31ECh. 11 - Prob. 11.32ECh. 11 - Identify the following alkyl groups: a. b....Ch. 11 - Prob. 11.34ECh. 11 - Prob. 11.35ECh. 11 - Draw a condensed structural formula for each of...Ch. 11 - Prob. 11.37ECh. 11 - Prob. 11.38ECh. 11 - Prob. 11.39ECh. 11 - Prob. 11.40ECh. 11 - The following names are incorrect, according to...Ch. 11 - The following names are incorrect, according to...Ch. 11 - Prob. 11.43ECh. 11 - Write the correct IUPAC name for each of the...Ch. 11 - Write the correct IUPAC name for each of the...Ch. 11 - Draw the structural formulas corresponding to each...Ch. 11 - Prob. 11.47ECh. 11 - Which of the following pairs of cycloalkanes...Ch. 11 - Prob. 11.49ECh. 11 - Prob. 11.50ECh. 11 - Prob. 11.51ECh. 11 - Which of the following cycloalkanes could show...Ch. 11 - Prob. 11.53ECh. 11 - Using the prefix cis- or trans-, name each of the...Ch. 11 - Prob. 11.55ECh. 11 - The compound decane is a straight-chain alkane....Ch. 11 - Explain why alkanes of low molecular weight have...Ch. 11 - Suppose you have a sample of 2-methylhexane and a...Ch. 11 - Identify circle the alkanelike portions of the...Ch. 11 - Prob. 11.60ECh. 11 - Prob. 11.61ECh. 11 - Write a balanced equation for the incomplete...Ch. 11 - Prob. 11.63ECh. 11 - Prob. 11.64ECh. 11 - Prob. 11.65ECh. 11 - Prob. 11.66ECh. 11 - Prob. 11.67ECh. 11 - Prob. 11.68ECh. 11 - Would you expect a molecule of urea produced in...Ch. 11 - Prob. 11.70ECh. 11 - Prob. 11.71ECh. 11 - Prob. 11.72ECh. 11 - Prob. 11.73ECh. 11 - Prob. 11.74ECh. 11 - Prob. 11.75ECh. 11 - A semi-truck loaded with cyclohexane overturns...Ch. 11 - Prob. 11.77ECh. 11 - Oil spills along coastal shores can be disastrous...Ch. 11 - Prob. 11.79ECh. 11 - Prob. 11.80ECh. 11 - Use the generic formula for alkanes (CnH2n+2) to...Ch. 11 - Prob. 11.82ECh. 11 - Which of the following is an example of an alkane?...Ch. 11 - Prob. 11.84ECh. 11 - Prob. 11.85ECh. 11 - Prob. 11.86ECh. 11 - The deadly property of carbon monoxide, if...
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