Module 8 Problem Set_ Principles of Organic Chemistry with Lab-2021-Gallaher
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Module 8 Problem Set: Principles of Organic Chemistry with Lab-2021-Gallaher
https://portagelearning.instructure.com/courses/1430/quizzes/35838?module_item_id=151535
1/11
Module 8 Problem Set
Due
No due date
Points
10
Questions
16
Time Limit
None
Attempt History
Attempt
Time
Score
LATEST
Attempt 1
35 minutes
10 out of 10
Score for this quiz: 10
out of 10
Submitted Dec 5 at 7:14pm
This attempt took 35 minutes.
Not yet graded / 0 pts
Question 1
Your Answer:
Define the term polymer
.
Polymers are large molecules made by repetitive linking of smaller units
known as monomers.
Answer:
Polymers are large molecules made by repetitive linking of
smaller units known as monomers. The terms polymer and
monomer are derived from the Greek roots poly
(many), mono
(one), and meros (part).
Not yet graded / 0 pts
Question 2
12/14/23, 8:43 PM
Module 8 Problem Set: Principles of Organic Chemistry with Lab-2021-Gallaher
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2/11
Your Answer:
Name and describe the two main classifications of polymers.
Chain-growth polymers (also known as addition polymers)
are made
by the addition of one monomer unit to another in a repetitive manner.
Monomers for addition polymers usually contain a multiple bond
(frequently a C=C) to which a reactive species can be added.
Step-growth polymers (also known as condensation
polymers)
are
formed by the reaction between two different functional groups on
different monomer molecules, with the accompanying
loss
of some small
molecule (typically water).
Answer:
Polymers can be classified as either natural
or
synthetic. Natural
polymers include rubber, carbohydrates like starch or cellulose,
proteins, and nucleic acids (DNA/RNA). The biologically relevant
natural polymers are sometimes called biopolymers
. Synthetic
polymers are created by scientists in a lab (not formed in nature)
for specific purposes. Synthetic polymers are generally known by
the generic term “plastics”
Not yet graded / 0 pts
Question 3
Your Answer:
What is a macromolecule
?
A macromolecule is a very large molecule composed of thousands of
covalently bonded atoms. Polymers can also be classified as either
natural
or
synthetic.
12/14/23, 8:43 PM
Module 8 Problem Set: Principles of Organic Chemistry with Lab-2021-Gallaher
https://portagelearning.instructure.com/courses/1430/quizzes/35838?module_item_id=151535
3/11
Answer:
A macromolecule is a very large molecule composed of
thousands of covalently bonded atoms.
Not yet graded / 0 pts
Question 4
Your Answer:
Name and briefly describe the two main ways (classifications) in which
polymers are made.
Natural polymers include rubber, carbohydrates like starch or cellulose,
proteins, and nucleic acids (DNA/RNA). The biologically relevant natural
polymers are sometimes called biopolymers
.
Synthetic polymers are created by scientists in a lab (not formed in
nature) for specific purposes. Synthetic polymers are generally known by
the generic term “plastics” and include a wide variety of structures that
visibly impact our daily lives, perhaps more than any other class of
organic molecule. Answer:
1. Chain-growth polymers (also known as addition polymers)
are made by the addition of one monomer unit to another in a
repetitive manner.
2. Step-growth polymers (also known as condensation
polymers)
are formed by the reaction between two different
functional groups on different monomer molecules, with the
accompanying
loss
of some small molecule (typically water).
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12/14/23, 8:43 PM
Module 8 Problem Set: Principles of Organic Chemistry with Lab-2021-Gallaher
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4/11
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Question 5
Your Answer:
Name the three reaction types typical of addition (chain-growth)
polymerization.
Initiation: An active species I* is formed by some decomposition of an
initiator molecule I
Propagation: The initiator fragment reacts with a monomer M to begin
the conversion to the polymer; the center of activity is retained in the
adduct. ...
Termination: By some reaction generally involving two polymers
containing active centers, the growth center is deactivated, resulting in
dead polymer
Answer:
Free Radical, Cationic, and Anionic
Not yet graded / 0 pts
Question 6
Your Answer:
What does it mean to say that a covalent bond is homolyzed
?
homolyzed
– broken so that each atom joined by the bond gets one of
the two electrons in the bond.
12/14/23, 8:43 PM
Module 8 Problem Set: Principles of Organic Chemistry with Lab-2021-Gallaher
https://portagelearning.instructure.com/courses/1430/quizzes/35838?module_item_id=151535
5/11
Answer:
This means that the bond is broken (cleaved) so that each
atom joined by the bond gets one of the two electrons in the
bond.
Not yet graded / 0 pts
Question 7
Your Answer:
Name and briefly describe the three steps of a radical chain reaction.
Initiation
– the production of radical species from non-radical species,
typically using heat or UV light.
Propagation
– the reaction of a radical with a non-radical, producing a
new radical species. The new radical species continues the chain
reaction.
Termination – the reaction of two radical species with one another,
producing a non-radical species. The lack of a reactive intermediate
then stops the chain reaction.. The lack of a reactive intermediate then
stops the chain reaction.
Answer:
• Initiation
– the production of radical species from non-
radical species, typically using heat or UV light.
• Propagation
– the reaction of a radical with a non-radical,
producing a new radical species. The new radical species
continues the chain reaction.
• Termination
– the reaction of two radical species with one
another, producing a non-radical species. The lack of a
reactive intermediate then stops the chain reaction.
12/14/23, 8:43 PM
Module 8 Problem Set: Principles of Organic Chemistry with Lab-2021-Gallaher
https://portagelearning.instructure.com/courses/1430/quizzes/35838?module_item_id=151535
6/11
Not yet graded / 0 pts
Question 8
Your Answer:
Name and describe the two ways by which a free-radical polymerization
reaction is terminated.
The lack of a reactive intermediate then stops the chain reaction.
Answer:
Radical coupling
occurs when two radicals combine using the
unpaired electron on each to make a new covalent bond.
Radical
disproportionation
occurs when one radical abstracts (removes)
a hydrogen from another radical species. The two unpaired
electrons then join to form a new C=C p bond.
Not yet graded / 0 pts
Question 9
Your Answer:
Name and briefly describe the three main stereochemical classes of
polymers (tacticity).
Atactic
–stereocenters have random configurations.
Isotactic
– all stereocenters have the same configuration.
Syndiotactic
– stereocenters alternate in configuration.
Answer:
• Atactic
–stereocenters have random configurations.
• Isotactic
– all stereocenters have the same configuration.
• Syndiotactic
– stereocenters alternate in configuratio
n.
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12/14/23, 8:43 PM
Module 8 Problem Set: Principles of Organic Chemistry with Lab-2021-Gallaher
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7/11
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Question 10
Your Answer:
Describe the difference between stereoregular and stereorandom
polymers.
Stereoregular: the configuration of their stereocenters is not random
stereorandom: configuration random
Answer:
In a stereoregular polymer the orientation of the stereocenters
formed along the polymer chain is NOT random.
Not yet graded / 0 pts
Question 11
Your Answer:
What are the two main methods for controlling the tacticity of a growing
polymer chain during synthesis?
The first approach is called chain end control
. Given an existing
stereocenter at the end of the chain, the approach of the next monomer
will be influenced by how that existing chiral center projects in space. As a
result, the preceding chiral center influences how the next one is formed.
Conceptually, this idea is the same as saying that in a simple organic
reaction, an existing chiral center may force an incoming group to one
face of a molecule rather than another, leading to preferential formation of
a particular stereochemistry where the new bond is made. In the case of
polymers, it means that the very first insertion reaction, when the first
chiral center forms, determines all the subsequent stereochemistry along
the chain.
12/14/23, 8:43 PM
Module 8 Problem Set: Principles of Organic Chemistry with Lab-2021-Gallaher
https://portagelearning.instructure.com/courses/1430/quizzes/35838?module_item_id=151535
8/11
The second approach is called site control
. In site control, the specific
shape of the reagent or catalyst that facilitates the reaction also
determines the stereochemistry. This idea is also seen in organic
reactions. Reagents or catalysts will fit with the substrate in one way more
easily than another, leading to preferential formation of one
stereochemistry and not the other.
Answer:
Chain-end control and site control.
Not yet graded / 0 pts
Question 12
Your Answer:
Describe the major difference between homopolymers and copolymers.
homopolymers
– those polymers composed of only a single type of
monomer
copolymers
- polymers composed of more than one type of monomer -
has been explored as a means of controlling the properties of the
resulting polymer product. In this respect, it is useful to distinguish several
ways in which different monomeric units might be incorporated in a
polymeric molecule.
Answer:
Homopolymers
– those polymers composed of only a single type
of monomer.
Copolymers
- polymers composed of more than one type of
monomer.
12/14/23, 8:43 PM
Module 8 Problem Set: Principles of Organic Chemistry with Lab-2021-Gallaher
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9/11
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Question 13
Your Answer:
Name and briefly describe the different ways of arranging two different
types of monomers into a copolymer.
Random (statistical) copolymers: Here, the monomeric units are
distributed randomly, and sometimes unevenly, in the polymer chain:
Alternating copolymers
: Here, the monomeric units are distributed in
a regular alternating fashion, with nearly equimolar amounts of each in
the chain:
Answer:
Random (statistical) copolymers: Here, the monomeric units
are distributed randomly, and sometimes unevenly, in the
polymer chain:
Alternating copolymers
: Here, the monomeric units are
distributed in a regular alternating fashion, with nearly
equimolar amounts of each in the chain:
Block copolymers
: Instead of a mixed distribution of
monomeric units, a long sequence or block of one monomer is
joined to a block of the second monomer:
Graft copolymers: As the name suggests, side chains of a
given monomer are attached to the main chain of the second
monomer
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Question 14
Name the main factors affecting the properties of polymers.
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Module 8 Problem Set: Principles of Organic Chemistry with Lab-2021-Gallaher
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10/11
Your Answer:
The properties of polymers are strongly affected by their molecular weight
and molecular weight distribution, as well as by their chain architecture,
Answer:
The properties of polymers are strongly affected by their
molecular weight and molecular weight distribution, as well as
by their chain architecture, particularly by the amount of
branching. The effect of branching on the polymer properties
depends on the number and length of the branches.
Not yet graded / 0 pts
Question 15
Your Answer:
Define the terms amorphous, thermoplastic, and cross-linking- as they
apply to polymers.
Amorphous: the polymer chains are arranged in a random manne
Thermoplastic: thermoplastic
, meaning that it softens upon heating and
hardens again upon cooling
12/14/23, 8:43 PM
Module 8 Problem Set: Principles of Organic Chemistry with Lab-2021-Gallaher
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11/11
Answer:
Amorphous
- the polymer chains are arranged in a random
manner, as they are not regularly aligned as in a crystal.
Thermoplastic
– a polymer that softens upon heating and hardens
again upon cooling.
Cross-linking - a process that can form links (typically covalent
bonds between growing chains of the polymer). These links serve
to tether the growing chains together in a less random (more
crystalline) order.
Not yet graded / 10 pts
Question 16
Your Answer:
As a reminder, the questions in this review quiz are a requirement of the
course and the best way to prepare for the module exam. Did you
complete all questions in their entirety?
Yes
Quiz Score: 10
out of 10
This quiz score has been manually adjusted by +10.0 points.
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Data Collection
Kinetic Data Collection
Time, t (s)
Volume of added base (mL)
First addition
40
0.50
Second addition
101
1.00
Third addition
160
1.52
Fourth addition
224
1.99
Fifth addition
278
2.49
Sixth addition
334
3.01
Seventh additlon
389
3.48
Calculations
Concentration of NaOH stock solution:
0.01 M
Concentration of t-BuCl stock solution:
0.2 M
Volume of t-BuCl solution:
10 mL stock stock solution added to 25 mL acetone
Table view
List view
Kinetic Data
Volume of
Moles of Amount of
t-Bucl
(mol)
[-Buc]
In[-BuC
Time, t (s) added base added base
(mL)
(mol)
First
addition
40
0.50
Second
additlon
101
1.00
Third
addition
160
1.52
Fourth
addition
224
1.99
Flfth
additlon
278
2.49
Sixth
additlon
334
3.01
Seventh
addition
389
3.48
Use the data in the table above to plot In[t-BuC]]; vs time (s). Include labelled axis, a title, and a
linear trendline. Upload your plot here.
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Identifying the limiting reactant in a drawing of a mixture
The drawing below shows a mixture of molecules:
key
carbon
hydrogen
nitrogen
sulfur
oxygen
chlorine
Suppose the following chemical reaction can take place in this mixture:
CO(g)+2 H,(9) → CH,OH(9)
Of which reactant are there the most initial moles? Enter its chemical formula:
Of which reactant are there the least initial moles? Enter its chemical formula:
Which reactant is the limiting reactant? Enter its chemical formula:
Explanation
Check
FEB
13
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5.
Use the MS data to answer the questions on the next page.
14.0
1.4
15.0
8.1
100-
MS-IW-5644
26.0
2.8
27.0
6.7
28.0
1.8
29.0
80
4.4
38.0
1.0
39.0
1.5
41.0
1.2
42.0
11.2
43.0
100.0
44.0
4.3
79.0
1.9
80.0
2.6
Relative Intensity
40
81.0
1.9
82.0
2.5
93.0
8.7
20-
95.0
8.2
121.0
2.0
123.0
2.0
136.0
11.8
0
138.0
11.5
20
40
8.
60
a.
Br
- 0
80
100
120
140
160
180
200
220
m/z
Identify the m/z of the base peak and molecular ion.
2
b.
Draw structures for each of the following fragments (include electrons and charges): 43.0, 93.0,
95.0, 136.0, and 138.0 m/z.
C.
Draw a reasonable a-fragmentation mechanism for the fragmentation of the molecular ion to
fragment 43.0 m/z. Be sure to include all electrons and formal charges.
6. Using the values provided in Appendix E of your lab manual, calculate the monoisotopic mass for the pyridinium
ion (CsH6N) and show your work.
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+
terface/acellus_engine.htm?ClassID=1467683063
Use the data below to determine the
mass ratio of iron to oxygen for
compound 2.
Compound
1
2
Et
onal Academy of Science. All Rights Reserved.
Mass Fe
(grams)
15.55
20.98
[20:1
Enter the answer that belongs in the green box.
Iron Ratio Cmpd 2
Mass O
(grams)
4.45
9.02
Sh
Enter
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analyte
concentration(C)(mg/ml)
injection volume (ul)
elution time (time)
peak DAD signal(mAU)
caffeine
1
1
4.67
302.85
aspartame
5
1
7.53
15.83
benzoic acid
1
1
8.14
89.98
saccharin
1
1
1.91
84.86
mixture(add everything above with 1:1:1:1 ratio)
1
4.47
69.58
How to get the concentration of the mixture in this case?
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