Module 2 Problem Set_ Principles of Organic Chemistry with Lab-2021-Gallaher
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Module 2 Problem Set: Principles of Organic Chemistry with Lab-2021-Gallaher
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Module 2 Problem Set
Due
No due date
Points
10
Questions
21
Time Limit
None
Attempt History
Attempt
Time
Score
LATEST
Attempt 1
110 minutes
10 out of 10
Score for this quiz:
10
out of 10
Submitted Jul 31 at 5:44pm
This attempt took 110 minutes.
Not yet graded / 0 pts
Question 1
Your Answer:
Define hydrocarbon.
A hydrocarbon is a fully saturated chain of carbons and hydrogens
Answer:
Molecules composed only of the elements carbon and
hydrogen.
Not yet graded / 0 pts
Question 2
Your Answer:
What are the two major classes of hydrocarbon compounds?
12/14/23, 8:43 PM
Module 2 Problem Set: Principles of Organic Chemistry with Lab-2021-Gallaher
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Alkanes and Cycloalkanes
Answer:
Aliphatic Hydrocarbons
(alkanes, alkenes, alkynes) and
Aromatic Hydrocarbons
(benzene)
Not yet graded / 0 pts
Question 3
Your Answer:
Describe the fundamental structural differences between alkanes,
alkenes, and alkynes.
Alkanes have a c-c bond
Alkenes have a minimum of one C=C bond
Alkynes have a minimum of one
Answer:
AlkANES have only C-C single bonds (saturated).
AlkENES have at least one C=C.
AlkYNES have at least one C≡C.
Not yet graded / 0 pts
Question 4
Name the following alkanes using IUPAC systematic nomenclature
methodology:
12/14/23, 8:43 PM
Module 2 Problem Set: Principles of Organic Chemistry with Lab-2021-Gallaher
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Your Answer:
A. 4-Ethyl-2,2-dimethylhexane
B. 1,1,3-TRIMETHYLCYCLOHEXANE
C. 1,3,3-Trichlorobutane
D. 3-Methylhexane
Answer:
A. 4-ethyl-2,2-dimethylhexane
B. 1,1,3-trimethylcyclohexane
C. 1,3,3-trichlorobutane
D. 3-methylhexane
Not yet graded / 0 pts
Question 5
Two different Newman projections of a linear alkane molecule are shown
below. Answer the questions which follow.
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Module 2 Problem Set: Principles of Organic Chemistry with Lab-2021-Gallaher
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Your Answer:
i) What is the IUPAC name of the molecule shown?
ii) Label each projection as
staggered or
eclipsed.
iii) What term describes the relationship between these two
conformations?
iv) Which of the two conformations would be more stable? Explain.
1. butane
2. staggered
3. eclipsed
4. These two conformations are bonded
5. a) is more stable
Answer
i) Butane
ii) A =
staggered
, B =
eclipsed
iii) Rotamers
iv) A would be more stable, as a staggered conformation
removes some repulsion that occurs when the electrons in the
bonding orbitals are aligned directly on top of one another
(eclipsed).
Not yet graded / 0 pts
Question 6
Arrange the following molecules in order of
increasing boiling point
.
Provide a brief explanation for the order that you chose.
12/14/23, 8:43 PM
Module 2 Problem Set: Principles of Organic Chemistry with Lab-2021-Gallaher
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Your Answer:
C > A > B
C has the lowest boiling point as the branching makes the molecule more
compact/symmetrical which lowers surface area
A has the second highest boiling point as it has greater mass than B
B has the lowest boiling as it is the lowest mass
Answer:
B < C < A
B has the lowest molecular weight (5 carbons), while the
others have 7 carbons, so B has the lowest BP. Between A and
C, A is linear, while C is branched. The greater the branching
(for a given MW) the lower the BP as the intermolecular forces
are lessened.
Not yet graded / 0 pts
Question 7
Your Answer:
Label each of the following as
cis
or
trans
.
A. Cis
B. Trans
12/14/23, 8:43 PM
Module 2 Problem Set: Principles of Organic Chemistry with Lab-2021-Gallaher
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Answer:
A = cis isomer
B= trans isomer
Not yet graded / 0 pts
Question 8
Your Answer:
Name the two major reaction types associated with alkanes.
1 Oxidation
2. Substitution
Answer:
Oxidation (combustion) and Radical Halogenation
(Substitution)
Not yet graded / 0 pts
Question 9
Your Answer:
What is the definition of
unsaturation
in a hydrocarbon molecule?
An unsaturated hydrocarbon does not have maximum hydrogens for each
bond,
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Module 2 Problem Set: Principles of Organic Chemistry with Lab-2021-Gallaher
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Answer:
Molecules that have a lower hydrogen-to-carbon ratio than
their saturated hydrocarbon counterparts. The multiple bonds
between carbons occupy valence spaces that would
otherwise be occupied by hydrogen atoms. The C=C and the
C≡C define a functional group for this class of hydrocarbons.
Not yet graded / 0 pts
Question 10
Your Answer:
Name the following alkenes and alkynes using IUPAC systematic
nomenclature methodology:
a. cyclopropene
b. 2-ethyl-heptene
c. 1-ethyl-proplyn
d. 1,3-pentadiene
Answer:
A = cyclobutene
B = 2-methyl-2-pentene (2-methylpent-2-ene)
C = 4-methyl-2-pentyne (4-methylpent-2-yne)
D= 1,3-pentadiene (penta-1,3-diene)
12/14/23, 8:43 PM
Module 2 Problem Set: Principles of Organic Chemistry with Lab-2021-Gallaher
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Not yet graded / 0 pts
Question 11
Your Answer:
Label each of the following as
cis
or
trans
If no cis/trans isomerism is
possible for a given compound, indicate “not possible”.
A. trans
B. not possible
C)
D)
Answer:
A = trans
B = not possible
C= cis
D = trans
Not yet graded / 0 pts
Question 12
The reaction shown below is a typical reaction of alkenes and is generally
known as what?
12/14/23, 8:43 PM
Module 2 Problem Set: Principles of Organic Chemistry with Lab-2021-Gallaher
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9/16
Your Answer:
Addition
Answer:
An
addition
reaction.
Not yet graded / 0 pts
Question 13
Your Answer:
Classify each of the following addition reactions of alkenes as either a
halogenation, hydration, hydrogenation, or the addition of an acid:
A. Hydration
B. Addition of acids
C. Halogenation
D. Addition of hydrogen
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Module 2 Problem Set: Principles of Organic Chemistry with Lab-2021-Gallaher
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Answer:
A = hydration
B = Addition of an acid
C = Halogenation
D = Hydrogenation
Not yet graded / 0 pts
Question 14
Your Answer:
Which two reactions can serve as qualitative tests for the presence of an
alkene in an organic molecule?
1. Bromine Halogenation
2. Oxidation with Potassium Permanganate test
Answer:
Addition of bromine (bromination and Addition of Sulfuric
Acid
Not yet graded / 0 pts
Question 15
Name the following aromatic molecules using IUPAC systematic
nomenclature methodology.
12/14/23, 8:43 PM
Module 2 Problem Set: Principles of Organic Chemistry with Lab-2021-Gallaher
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11/16
Your Answer:
A. 1,3,5-Trichlorobenzene
B. cumene
C. 3-ethyl-o-xylene
Answer:
A = 1,3,5-tricholorobenzene
B= isopropylbenzene
C= 1-ethyl-2,3-dimethylbenzene
Not yet graded / 0 pts
Question 16
For the following structure, indicate the number(s) that correspond to
positions that are
ortho, meta,
or
para
, relative to R:
12/14/23, 8:43 PM
Module 2 Problem Set: Principles of Organic Chemistry with Lab-2021-Gallaher
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12/16
Your Answer:
1: ortho
2: meta
3: para
Answer:
Ortho = 1 and 5
Meta = 2 and 4
Para – 3
Not yet graded / 0 pts
Question 17
Your Answer:
Explain why aromatic rings like benzene tend to undergo substitution
rather than addition reactions (even with the presence of multiple C=C).
Addition would destroy the conjugation and spoil the aromaticity (stability)
of the ring system
An
electrophile
is a chemical species that seeks electrons. Electrophiles
themselves are electron-deficient and possess a (+) electrical charge or a
+. The electrophile attacks the ring, bonding to a carbon and
temporarily disrupting the aromaticity. Rather than a simple addition, the
aromaticity of the ring is restored by a chemical species that removes a
hydrogen atom and donates the electrons from the C-H bond back into
the ring restoring the aromaticity.
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Answer:
Benzene derivatives react by substitution (replacement of the
H atoms on the ring with other groups) instead of addition.
Addition to the C=C in the ring would destroy the conjugation
of the C=C bonds and spoil the aromaticity (stability) of the
ring system.
Not yet graded / 0 pts
Question 18
Your Answer:
Match each term to the correct definition:
Term
Definition
1.
Acyclic
A.
Molecules whose carbon skeletons contain
one or more rings of carbon atoms
2.
Carbocyclic
(cyclic)
B.
Cyclic molecules in which one or more of the
atoms making up the ring are elements other
than carbon.
3.
Heterocyclic
C.
Molecules whose skeletons do not contain
any rings
1:C
2:B
3:A
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Module 2 Problem Set: Principles of Organic Chemistry with Lab-2021-Gallaher
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Answer:
1.
= C
2.
= A
3.
= B
Not yet graded / 0 pts
Question 19
Your Answer:
What is the definition of a functional group?
A functional group is a group of atoms connected in a specific pattern that
gives a molecule known properties and reactivity.
Answer:
A
functional group
is a group of atoms connected in a specific
pattern that gives a molecule known properties and reactivity.
Not yet graded / 0 pts
Question 20
Identify each functional group by matching the name to the correct core
structural formula.
(match the number to the correct letter).
12/14/23, 8:43 PM
Module 2 Problem Set: Principles of Organic Chemistry with Lab-2021-Gallaher
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Your Answer:
1. E
2. O
3. A
4. K
5. F
6. N
7. C
8. I
9. B
10. M
11. H
12. G
13. L
14. J
15. J
16. D
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Answer:
1.
E
6.
N
11.
H
2.
O
7.
C
12.
G
3.
A
8.
I
13.
L
4.
K
9.
B
14.
D
5.
F
10.
M
15.
J
Not yet graded / 10 pts
Question 21
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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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.
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O CHEMICAL REACTIONS
Interconverting number of atoms and mass of compound
Calculate the number of oxygen atoms in a 120.0 g sample of diphosphorus pentoxide (P,O,).
Be sure your answer has a unit symbol if necessary, and round it to 4 significant digits.
Explanation
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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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what is the concentration of the unknown sample using serial diluitions: 0.05M 1.7472nm, 0.025M 0.8569nm, 0.0125M 0.4167nm, 0.00625M 0.1958nm the epsilon value is 0.0101 and l is 1 cm
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O CHEMICAL REACTIONS
David V
0/5
Solving for a reactant using a chemical equation
Green plants use light from the Sun to drive photosynthesis. Photosynthesis is a chemical reaction in which water (H,0) and carbon dioxide (CO, chemically
react to form the simple sugar glucose (C,H1206) and oxygen gas (0,).
What mass of carbon dioxide is consumed by the reaction of 8,82 g of water?
Be sure your answer has the correct number of significant digits.
Explanadon
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Question 5 (1 point)
Ben starts walking along a path at 3 mi hr¹. Amanda starts jogging along the same path 1 hour later at 5 mi hr. After how much
time jogging does Amanda catch up to Ben?
3.5 hr
2.5 hr
2 hr
16
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