TERM TEST II (March 13th 2020)
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University of Toronto, Scarborough *
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41
Subject
Chemistry
Date
Jan 9, 2024
Type
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11
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1
Term Test cover sheet for
Instructor’s Name
Date of Final Examination
Start Time of Examination
Location of Examination
Number of pages of Examination
Aids Permitted
The University of Toronto’s
Code of Behaviour
on Academic Matters
applies to all University of Toronto Scarborough students. The
Code
prohibits all forms of academic dishonesty including, but not limited to,
cheating, plagiarism, and the use of unauthorized aids. Students
violating the
Code
may be subject to penalties up to and including
suspension or expulsion from the University.
CHMB41H3
Dr. Nirusha Thavarajah
Friday March 13
th
, 2020
7:00 pm
IC130
11
Unboxed molecular models
2
NAME________________________
STUDENT NUMBER____________________
Tut Grp________
ORGANIC CHEMISTRY I
CHMB41H3
TERM TEST II
March 13
th
2020
TIME ALLOWED: 120 MINUTES
NO CALCULATORS ALLOWED
NO PAGERS OR MOBILE PHONES ALLOWED
Instructions:
•
Make sure you have your name, tutorial section number & student number on the
scantron sheets, answer sheets and on the question booklet.
•
For
PART I (22 Marks): 11 MCQ.
Transfer your answer sheet on to the scantron
provided.
•
For
PART II (48 Marks): 5 Short Answer Questions.
Write your answers for all the
questions on the answer sheet provided.
•
You may detach the answer sheet.
•
Question sheets
will not
be graded.
•
You may write in pencil or ink (blue or black only. Do Not use red). If you write in
pencil remarking claims will not be acceptable.
•
You may use
unboxed molecular models.
•
A periodic table is provided on page 8.
•
At the end of the test, place the
Scantron, & the Answer sheet
inside the test booklet and
HAND IN EVERYTHING.
3
Part I Multiple Choice (22 Marks, 2 Mark Each):
Your multiple-choice answers
MUST
be
transferred to the scantron sheet during the time allotted for the test.
ONLY THE ANSWERS
ON THE SCANTRON AND ANSWER SHEET WILL BE SCORED.
1.
How many chirality centres does penicillin have?
a)
1
b)
2
c)
3
d)
4
e)
5
2.
Which one of the following pairs of compounds are enantiomers?
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4
3.
Which one of the following pairs of compounds are diastereomers?
4.
Determine which one of the following compounds is chiral.
5
5.
Assign E or Z configurations for the labeled doble bonds A & B on retinoic acid.
a)
A has Z configuration & B has E configuration
b)
A has E configuration and B has Z configuration
c)
A and B both have E configurations
d)
A sand B both have Z configurations
6.
Which of the following mechanisms does not have an error?
6
7.
Which of the following is an
insignificant
resonance contributor for the structure of aniline
shown below?
8.
Predict the most likely site of protonation (addition of H+) in the following compound.
a)
A
b)
B
c)
C
d)
D
e)
E
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7
9.
Compare the pair of equilibria provided below and determine if there would be a difference
in their dynamic equilibrium constant. Select one of the statements that best describes the
given reactions.
a)
Reaction 1 has a greater dynamic equilibrium constant than reaction 2
b)
Reaction 2 has a greater dynamic equilibrium constant than reaction 1
c)
Both have the same magnitude for their equilibrium constants
d)
It is impossible predict the favoured direction of the dynamic equilibrium for reactions 1
& 2, based on the information provided.
10.
Compare the pair of equilibria provided below and determine if there would be a difference
in their dynamic equilibrium constant. Select one of the statements that best describes the
given reactions.
a)
Reaction 1 has a greater dynamic equilibrium constant than reaction 2
b)
Reaction 2 has a greater dynamic equilibrium constant than reaction 1
c)
Both have the same magnitude for their equilibrium constants
d)
It is impossible predict the favoured direction of the dynamic equilibrium for reactions 1
& 2, based on the information provided.
8
11.
Which one of the following reactions given below, best represents the reaction between an
acid and the most suitable basic site on the antidepressant citalopram?
PART II SHORT ANSWER (48 MARKS): PLACE YOUR ANSWERS ON THE
ANSWER SHEET PROVIDED. ONLY THE ANSWERS ON THE ANSWER SHEET
WILL BE SCORED.
1.
(6 Marks) Convert the following structure to a Fischer projection.
9
2.
(6 Marks) Draw the structure of (2R, 4S)-2-chloro-4,5-dimethylhexan-2-ol
3.
(4 Marks each) For each of the following reactions, add mechanistic arrows to show the flow
of electrons. Where appropriate, include lone pairs, as well as any formal charges missing
from the reactants or products.
a)
b)
c)
4.
(6 Marks each set) Rank the following molecules in terms of increasing acidity (1=least, 2=
intermediate, & 3= most). Place the rank numbers on the space provided on the answer sheet.
5.
(6 Marks for each set) Rank the following molecules in terms of increasing basicity (1=least,
2= intermediate, & 3= most). Place the rank numbers on the space provided on the answer
sheet.
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10
11
CHMB41H3 TERM TEST II ANSWER SHEET MARCH 13
th
2020
NAME_____________________________
STUDENT NUMBER_________________________ Tut Grp_______
MCQ
1
2
3
4
5
TOTAL
/22
/6
/6
/12
/12
/12
/70
PART II: SHORT ANSWER QUESTIONS. WRITE YOUR ANSWERS IN THE SPACE PROVIDED.
1.
(6 Marks)
2.
(6 Marks)
3a) (4 Marks)
3b) (4Marks)
3c) (4 Marks)
4a) (6 Marks)
_______
_______
______
4b) (6 Marks)
_____
______
_____
5a) (6 Marks)
______
_______
______
5b) (6 Marks)
______
_______
______
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Amylum, commonly known as starch is a white powder with variable molecular formula due to the different number of repeating sugar units based on the plant that it is obtained from. A sample of amylum in the form of spherical beads was subjected to series of analyses to determine physicochemical properties in the quality control unit of a factory. From the results each bead is found to have a 4.5 mL volume and 1.47 g/mL density. 4 of the beads were placed in a reaction chamber combusted, as a result, 43.1 g CO2 and 14.7 g H2O were obtained. If the molecular weight of the amylum is 972.84 g/mol how many repeating units the starch molecule consist and what is the molecular formula of the starch?
[Empirical Formula=CxHyOz, Repeating unit=n, Molecular Formula=( CxHyOz)*n= CnxHnyOnz]
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Standard deviation-
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Mean- 0.194 mL
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Volume (mL)
Sample
ТИШТИНА
0.00% alcohol
10.0% alcohol
20.0% alcohol
40.0% alcohol
50.0% alcohol
Unknown
Mass (g)
1o podina ko
9.8919
9.7899
9.600
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9.420 д
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9.5089
2VLELA CVOLION EAEK EVI OK DRA
IVBOKY LOBAN
ocen
10.00
10.00
10.00
10.00
10.00
10.00
Density (g/mL)
0.00% alcohol calculation:
ися
→
о
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Ino7 sm dolaW 120.00
supinubst sdi
na
LANG
411
be: [scordas:
0.97
0.94 in oil to notisalarisi
0.92
0.95
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Choose the one correct or one incorrect statement regarding filtration:
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We want to inform you that your performance as a tutor is being evaluated and will be reported to the administration. Additionally, there will be an online ranking system that not only assesses the overall performance of Bartleby as a website but also ranks individual tutors based on their question-and-answer accurate contributions. This ranking will be shared with management. Please ensure that your responses are of the highest quality, as multiple requests may be directed to the same person for assessment.
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We want to inform you that your performance as a tutor is being evaluated and will be reported to the administration. Additionally, there will be an online ranking system that not only assesses the overall performance of Bartleby as a website but also ranks individual tutors based on their question-and-answer accurate contributions. This ranking will be shared with management. Please ensure that your responses are of the highest quality, as multiple requests may be directed to the same person for assessment.
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We want to inform you that your performance as a tutor is being evaluated and will be reported to the administration. Additionally, there will be an online ranking system that not only assesses the overall performance of Bartleby as a website but also ranks individual tutors based on their question-and-answer accurate contributions. This ranking will be shared with management. Please ensure that your responses are of the highest quality, as multiple requests may be directed to the same person for assessment.
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Volume (mL)
Sample
ТИШТИНА
0.00% alcohol
10.0% alcohol
20.0% alcohol
40.0% alcohol
50.0% alcohol
Unknown
Mass (g)
1o podina ko
9.8919
9.7899
9.600
9
9.420 д
% Alcohol content of the liquor_
9.2155
9.5089
2VLELA CVOLION EAEK EVI OK DRA
IVBOKY LOBAN
ocen
10.00
10.00
10.00
10.00
10.00
10.00
Density (g/mL)
0.00% alcohol calculation:
ися
→
о
0.99 во
0.99
Ano 7 si dotaW 120.00
supirmbest sdi
na
LANG
411
be: [scpoidas:
0.97
0.94 in oil to notisalarisi
0.92
0.95
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pentane
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tetrahydrofuran
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Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
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Elementary Principles of Chemical Processes, Bind...
Chemistry
ISBN:9781118431221
Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:WILEY