CHEM 219 Modules 1–3 Exams & Final Exam –
Principles of Organic Chemistry | Portage
Learning – Verified Q&A
PART I — ORGANIC CHEM PORTAGE 1
Question 1
hown below to help D) Polar covalent with the classification. E) Polar covalent a. Br and Br b. K and Cl c. P and Cl d.
C and O e. Na and Br
A. Covalent (purely)
B. Ionic
C. Polar covalent
D. Metallic
Correct Answer: A. Covalent (purely)
Rationale
A. Correct. This matches the answer provided in the source study guide: Covalent (purely).
B. Not the best answer. The source study guide identifies “Covalent (purely)” as the answer to this question.
C. Not the best answer. The source study guide identifies “Covalent (purely)” as the answer to this question.
D. Not the best answer. The source study guide identifies “Covalent (purely)” as the answer to this question.
Question 2
Define the term constitutional isomer. pounds with the same molecular for- mula but different connectivity be- tween
the atoms in their structural for- mulae.
A. Two (or more) different chemical com-
B. Compounds with different molecular formulas but identical connectivity
C. Compounds with the same atoms connected in exactly the same way
D. Different conformations produced only by single-bond rotation
Correct Answer: A. Two (or more) different chemical com-
Rationale
A. Correct. This matches the answer provided in the source study guide: Two (or more) different chemical com-.
,B. Not the best answer. The source study guide identifies “Two (or more) different chemical com-” as the answer to
this question.
C. Not the best answer. The source study guide identifies “Two (or more) different chemical com-” as the answer to
this question.
D. Not the best answer. The source study guide identifies “Two (or more) different chemical com-” as the answer to
this question.
Question 3
are Explain (using specific evidence) what makes the constitutional isomers of each other following two compounds
constitutional isomers because they each have 3 carbons that of one another: have 4 bonds, they each have 6 hy-
drogens forming 1 bond with a car- bon, and they each have 1 oxygen dou- ble-bonded to a carbon atom - howev-
er, the oxygen molecule is bonded to the 2nd carbon in Compound A, while the oxygen molecule is bonded to the
3rd carbon in compound B; re- sulting in a different isomer
A. Compound A and Compound B
B. An alternative that is not supported by the source
C. A different concept from the one asked
D. An option that does not match the source answer
Correct Answer: A. Compound A and Compound B
Rationale
A. Correct. This matches the answer provided in the source study guide: Compound A and Compound B.
B. Not the best answer. The source study guide identifies “Compound A and Compound B” as the answer to this
question.
C. Not the best answer. The source study guide identifies “Compound A and Compound B” as the answer to this
question.
D. Not the best answer. The source study guide identifies “Compound A and Compound B” as the answer to this
question.
Question 4
4 On a piece of scratch paper, write out structural formulae for all of the constitutional isomers pos- sible for
the MF C3H6F2. How many isomers are possible for this formula?
A. 4
B. 5
C. 6
D. 8
Correct Answer: A. 4
Rationale
A. Correct. This matches the answer provided in the source study guide: 4.
B. Not the best answer. The source study guide identifies “4” as the answer to this question.
C. Not the best answer. The source study guide identifies “4” as the answer to this question.
D. Not the best answer. The source study guide identifies “4” as the answer to this question.
Question 5
Write the molecular formula for each of the com- b) C3H8O pounds whose bond-line formulae are given be- c)
C4H10O low.
A. a) C5H10
B. An alternative that is not supported by the source
C. A different concept from the one asked
D. An option that does not match the source answer
Correct Answer: A. a) C5H10
,Rationale
A. Correct. This matches the answer provided in the source study guide: a) C5H10.
B. Not the best answer. The source study guide identifies “a) C5H10” as the answer to this question.
C. Not the best answer. The source study guide identifies “a) C5H10” as the answer to this question.
D. Not the best answer. The source study guide identifies “a) C5H10” as the answer to this question.
Question 6
B. Which bond-line formula shown below represents a constitutional isomer of CH3CH2CH2CH2CH3?
A. Source answer not clearly extracted
B. An alternative that is not supported by the source
C. A different concept from the one asked
D. An option that does not match the source answer
Correct Answer: A. Source answer not clearly extracted
Rationale
A. Correct. This matches the answer provided in the source study guide: Source answer not clearly extracted.
B. Not the best answer. The source study guide identifies “Source answer not clearly extracted” as the answer to this
question.
C. Not the best answer. The source study guide identifies “Source answer not clearly extracted” as the answer to this
question.
D. Not the best answer. The source study guide identifies “Source answer not clearly extracted” as the answer to this
question.
Question 7
The formal charge on Carbon is -1. C = The compound carbon monoxide has the follow- 4 - (2+3) = -1 ing structural
formula: What is the formal charge The formal charge on Oxygen is +1. O on the carbon and the oxygen?
A. C = −1; O = +1; overall charge = 0
B. C = 0; O = 0; overall charge = 0
C. C = +1; O = −1; overall charge = 0
D. C = −2; O = +2; overall charge = 0
Correct Answer: A. C = −1; O = +1; overall charge = 0
Rationale
A. Correct. This matches the answer provided in the source study guide: C = −1; O = +1; overall charge = 0.
B. Not the best answer. The source study guide identifies “C = −1; O = +1; overall charge = 0” as the answer to this
question.
C. Not the best answer. The source study guide identifies “C = −1; O = +1; overall charge = 0” as the answer to this
question.
D. Not the best answer. The source study guide identifies “C = −1; O = +1; overall charge = 0” as the answer to this
question.
Question 8
Structure A would represent a "major" For the following example of resonance: Which resonance contributor to the
hybrid structure (a or b) represents a "major" resonance because the Carbon atom's each have contributor to the
hybrid?
A. Briefly explain why. complete valence as opposed to Struc- ture B which now the middle Carbon atom has one
lone pair and now a neg- ative charge
B. The structure with incomplete valences is always major
C. The structure with the most formal charges is always major
D. Resonance contributors are never compared
, Correct Answer: A. Briefly explain why. complete valence as opposed to Struc- ture B which now the middle
Carbon atom has one lone pair and now a neg- ative charge
Rationale
A. Correct. This matches the answer provided in the source study guide: Briefly explain why. complete valence as
opposed to Struc- ture B which now the middle Carbon atom has one lone pair and now a neg- ative charge.
B. Not the best answer. The source study guide identifies “Briefly explain why. complete valence as opposed to
Struc- ture B which now the middle Carbon atom has one lone pair and now a neg- ative charge” as the answer to
this question.
C. Not the best answer. The source study guide identifies “Briefly explain why. complete valence as opposed to
Struc- ture B which now the middle Carbon atom has one lone pair and now a neg- ative charge” as the answer to
this question.
D. Not the best answer. The source study guide identifies “Briefly explain why. complete valence as opposed to
Struc- ture B which now the middle Carbon atom has one lone pair and now a neg- ative charge” as the answer to
this question.
Question 9
Describe how individual resonance structures im- the true structure of a molecule or pact the true structure of a
molecule or polyatomic polyatomic ion because they change ion. the way electrons are allocated and therefore
the number of bonds for an individual atom within the molecule.
A. Individual resonance structures impact
B. Structures with different atoms but identical electrons
C. Different compounds with different formulas
D. Conformations caused by bond rotation
Correct Answer: A. Individual resonance structures impact
Rationale
A. Correct. This matches the answer provided in the source study guide: Individual resonance structures impact.
B. Not the best answer. The source study guide identifies “Individual resonance structures impact” as the answer to
this question.
C. Not the best answer. The source study guide identifies “Individual resonance structures impact” as the answer to
this question.
D. Not the best answer. The source study guide identifies “Individual resonance structures impact” as the answer to
this question.
Question 10
are spherical (single lobe), Describe the shapes associated with the atomic while P orbitals are dumbbell-shaped
orbitals associated with the main elements of or- (two lobes). ganic chemistry.
A. S orbitals
B. s is dumbbell-shaped and p is spherical
C. Both s and p are spherical
D. Both s and p are tetrahedral
Correct Answer: A. S orbitals
Rationale
A. Correct. This matches the answer provided in the source study guide: S orbitals.
B. Not the best answer. The source study guide identifies “S orbitals” as the answer to this question.
C. Not the best answer. The source study guide identifies “S orbitals” as the answer to this question.
D. Not the best answer. The source study guide identifies “S orbitals” as the answer to this question.
Question 11
Explain how bonds are formed between atoms vidual atomic orbitals from each atom from the perspective of atomic
orbital theory. to produce molecular (bonding) or- bitals.
Principles of Organic Chemistry | Portage
Learning – Verified Q&A
PART I — ORGANIC CHEM PORTAGE 1
Question 1
hown below to help D) Polar covalent with the classification. E) Polar covalent a. Br and Br b. K and Cl c. P and Cl d.
C and O e. Na and Br
A. Covalent (purely)
B. Ionic
C. Polar covalent
D. Metallic
Correct Answer: A. Covalent (purely)
Rationale
A. Correct. This matches the answer provided in the source study guide: Covalent (purely).
B. Not the best answer. The source study guide identifies “Covalent (purely)” as the answer to this question.
C. Not the best answer. The source study guide identifies “Covalent (purely)” as the answer to this question.
D. Not the best answer. The source study guide identifies “Covalent (purely)” as the answer to this question.
Question 2
Define the term constitutional isomer. pounds with the same molecular for- mula but different connectivity be- tween
the atoms in their structural for- mulae.
A. Two (or more) different chemical com-
B. Compounds with different molecular formulas but identical connectivity
C. Compounds with the same atoms connected in exactly the same way
D. Different conformations produced only by single-bond rotation
Correct Answer: A. Two (or more) different chemical com-
Rationale
A. Correct. This matches the answer provided in the source study guide: Two (or more) different chemical com-.
,B. Not the best answer. The source study guide identifies “Two (or more) different chemical com-” as the answer to
this question.
C. Not the best answer. The source study guide identifies “Two (or more) different chemical com-” as the answer to
this question.
D. Not the best answer. The source study guide identifies “Two (or more) different chemical com-” as the answer to
this question.
Question 3
are Explain (using specific evidence) what makes the constitutional isomers of each other following two compounds
constitutional isomers because they each have 3 carbons that of one another: have 4 bonds, they each have 6 hy-
drogens forming 1 bond with a car- bon, and they each have 1 oxygen dou- ble-bonded to a carbon atom - howev-
er, the oxygen molecule is bonded to the 2nd carbon in Compound A, while the oxygen molecule is bonded to the
3rd carbon in compound B; re- sulting in a different isomer
A. Compound A and Compound B
B. An alternative that is not supported by the source
C. A different concept from the one asked
D. An option that does not match the source answer
Correct Answer: A. Compound A and Compound B
Rationale
A. Correct. This matches the answer provided in the source study guide: Compound A and Compound B.
B. Not the best answer. The source study guide identifies “Compound A and Compound B” as the answer to this
question.
C. Not the best answer. The source study guide identifies “Compound A and Compound B” as the answer to this
question.
D. Not the best answer. The source study guide identifies “Compound A and Compound B” as the answer to this
question.
Question 4
4 On a piece of scratch paper, write out structural formulae for all of the constitutional isomers pos- sible for
the MF C3H6F2. How many isomers are possible for this formula?
A. 4
B. 5
C. 6
D. 8
Correct Answer: A. 4
Rationale
A. Correct. This matches the answer provided in the source study guide: 4.
B. Not the best answer. The source study guide identifies “4” as the answer to this question.
C. Not the best answer. The source study guide identifies “4” as the answer to this question.
D. Not the best answer. The source study guide identifies “4” as the answer to this question.
Question 5
Write the molecular formula for each of the com- b) C3H8O pounds whose bond-line formulae are given be- c)
C4H10O low.
A. a) C5H10
B. An alternative that is not supported by the source
C. A different concept from the one asked
D. An option that does not match the source answer
Correct Answer: A. a) C5H10
,Rationale
A. Correct. This matches the answer provided in the source study guide: a) C5H10.
B. Not the best answer. The source study guide identifies “a) C5H10” as the answer to this question.
C. Not the best answer. The source study guide identifies “a) C5H10” as the answer to this question.
D. Not the best answer. The source study guide identifies “a) C5H10” as the answer to this question.
Question 6
B. Which bond-line formula shown below represents a constitutional isomer of CH3CH2CH2CH2CH3?
A. Source answer not clearly extracted
B. An alternative that is not supported by the source
C. A different concept from the one asked
D. An option that does not match the source answer
Correct Answer: A. Source answer not clearly extracted
Rationale
A. Correct. This matches the answer provided in the source study guide: Source answer not clearly extracted.
B. Not the best answer. The source study guide identifies “Source answer not clearly extracted” as the answer to this
question.
C. Not the best answer. The source study guide identifies “Source answer not clearly extracted” as the answer to this
question.
D. Not the best answer. The source study guide identifies “Source answer not clearly extracted” as the answer to this
question.
Question 7
The formal charge on Carbon is -1. C = The compound carbon monoxide has the follow- 4 - (2+3) = -1 ing structural
formula: What is the formal charge The formal charge on Oxygen is +1. O on the carbon and the oxygen?
A. C = −1; O = +1; overall charge = 0
B. C = 0; O = 0; overall charge = 0
C. C = +1; O = −1; overall charge = 0
D. C = −2; O = +2; overall charge = 0
Correct Answer: A. C = −1; O = +1; overall charge = 0
Rationale
A. Correct. This matches the answer provided in the source study guide: C = −1; O = +1; overall charge = 0.
B. Not the best answer. The source study guide identifies “C = −1; O = +1; overall charge = 0” as the answer to this
question.
C. Not the best answer. The source study guide identifies “C = −1; O = +1; overall charge = 0” as the answer to this
question.
D. Not the best answer. The source study guide identifies “C = −1; O = +1; overall charge = 0” as the answer to this
question.
Question 8
Structure A would represent a "major" For the following example of resonance: Which resonance contributor to the
hybrid structure (a or b) represents a "major" resonance because the Carbon atom's each have contributor to the
hybrid?
A. Briefly explain why. complete valence as opposed to Struc- ture B which now the middle Carbon atom has one
lone pair and now a neg- ative charge
B. The structure with incomplete valences is always major
C. The structure with the most formal charges is always major
D. Resonance contributors are never compared
, Correct Answer: A. Briefly explain why. complete valence as opposed to Struc- ture B which now the middle
Carbon atom has one lone pair and now a neg- ative charge
Rationale
A. Correct. This matches the answer provided in the source study guide: Briefly explain why. complete valence as
opposed to Struc- ture B which now the middle Carbon atom has one lone pair and now a neg- ative charge.
B. Not the best answer. The source study guide identifies “Briefly explain why. complete valence as opposed to
Struc- ture B which now the middle Carbon atom has one lone pair and now a neg- ative charge” as the answer to
this question.
C. Not the best answer. The source study guide identifies “Briefly explain why. complete valence as opposed to
Struc- ture B which now the middle Carbon atom has one lone pair and now a neg- ative charge” as the answer to
this question.
D. Not the best answer. The source study guide identifies “Briefly explain why. complete valence as opposed to
Struc- ture B which now the middle Carbon atom has one lone pair and now a neg- ative charge” as the answer to
this question.
Question 9
Describe how individual resonance structures im- the true structure of a molecule or pact the true structure of a
molecule or polyatomic polyatomic ion because they change ion. the way electrons are allocated and therefore
the number of bonds for an individual atom within the molecule.
A. Individual resonance structures impact
B. Structures with different atoms but identical electrons
C. Different compounds with different formulas
D. Conformations caused by bond rotation
Correct Answer: A. Individual resonance structures impact
Rationale
A. Correct. This matches the answer provided in the source study guide: Individual resonance structures impact.
B. Not the best answer. The source study guide identifies “Individual resonance structures impact” as the answer to
this question.
C. Not the best answer. The source study guide identifies “Individual resonance structures impact” as the answer to
this question.
D. Not the best answer. The source study guide identifies “Individual resonance structures impact” as the answer to
this question.
Question 10
are spherical (single lobe), Describe the shapes associated with the atomic while P orbitals are dumbbell-shaped
orbitals associated with the main elements of or- (two lobes). ganic chemistry.
A. S orbitals
B. s is dumbbell-shaped and p is spherical
C. Both s and p are spherical
D. Both s and p are tetrahedral
Correct Answer: A. S orbitals
Rationale
A. Correct. This matches the answer provided in the source study guide: S orbitals.
B. Not the best answer. The source study guide identifies “S orbitals” as the answer to this question.
C. Not the best answer. The source study guide identifies “S orbitals” as the answer to this question.
D. Not the best answer. The source study guide identifies “S orbitals” as the answer to this question.
Question 11
Explain how bonds are formed between atoms vidual atomic orbitals from each atom from the perspective of atomic
orbital theory. to produce molecular (bonding) or- bitals.
