Chemistry 1027A/B Study Guide - Midterm Guide: Teriflunomide, Multiple Sclerosis, Caffeine

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4 Oct 2015
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Chemistry 2213a Midterm Test, Fall 2011 Page 1
1. Recent clinical trials have shown that teriflunomide is a promising drug candidate
for the treatment of multiple sclerosis. Which one of the indicated atoms in
teriflunomide is not sp
2
-hybridized?
A) 4
B) 3
C) 1
D) 2
E) 5
2. Which one of A – E does not represent a pair of resonance structures?
A)
B)
O O
C)
OCH
3
OCH
3
D)
O O
E)
N N
H
N
O
N
OH
FF
F
1
2
3
4
5
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Chemistry 2213a Midterm Test, Fall 2011 Page 2
3. Which one of the following statements is not correct for caffeine?
N
N
N
N
O
O
caffeine
A) It is a chiral molecule.
B) It contains a total of eight nonbonding pairs of electrons.
C) It contains one or more amide functional groups.
D) It contains four
π
bonds.
E) It contains one or more tertiary nitrogen atoms.
4. Which statements about the compound shown below is/are correct?
CCC
CH
3
CH
3
H
3
C
H
3
C
1. The
π
bonds are in a conjugated arrangement.
2. All carbon atoms lie in the same plane.
3. The centre carbon has a linear geometry.
A) 2 and 3 only
B) All statements are correct
C) 1 and 2 only
D) 3 only
E) 1 and 3 only
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Chemistry 2213a Midterm Test, Fall 2011 Page 3
5. How many of the following molecules have a net dipole moment (i.e. are polar)?
Cl Cl
Cl
Cl
Cl
Cl
Cl
Cl
Cl
Cl
Cl
A) 2
B) None of them
C) All of them
D) 3
E) 1
6. Which of the following statements are correct about the equilibrium shown
below?
HX + Y X+HY
pKa=3 p
Ka=5
1. HY is a stronger acid than HX.
2. The equilibrium lies on the right.
3. Y
is a stronger base than X
.
A) All statements are correct
B) 2 and 3 only
C) 1 and 2 only
D) 3 only
E) 1 only
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Document Summary

Recent clinical trials have shown that teriflunomide is a promising drug candidate for the treatment of multiple sclerosis. Which one of the indicated atoms in teriflunomide is not sp2-hybridized: 4, 3, 1, 2, 5. N caffeine: it is a chiral molecule, it contains a total of eight nonbonding pairs of electrons, it contains one or more amide functional groups, it contains four bonds, it contains one or more tertiary nitrogen atoms. Cl: 2, none of them, all of them, 3, 1. Which proton in codeine is the most acidic: 2, 1, 4, 3, 5. Which one of the indicated atoms in the compound below is the most basic: 2, 3, 1, 4, 5. Which one of the following compounds has the lowest pka: ch3nh2, ch3o, ch3oh, ch3nh3, ch3oh2. Oh steviol: steviol is the basic unit of the plant-derived sweetener stevia. How many units of unsaturation are present in steviol: 4, 5, 6, 7, 3.

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