Organic Chemistry
UPDATED ACTUAL Exam Questions and CORRECT Answers
Question 1.
sp, linear
Correct Answer: Which is the correct hybridization state and geometry for the
carbon atom in HCN?
sp, linear
sp2, trigonal planar
sp3, tetrahedral
None of the above
Question 2.
This structure has one positive charge and one negative charge.
Correct Answer: The following structure has been drawn without formal
charges. Which statement describes the missing formal charge(s)?
This structure has one positive charge and one negative charge.
This structure has one positive charge but no negative charges.
This structure has one negative charge but no positive charges.
This structure has no formal charges.
Question 3.
sp2-sp3
Correct Answer: The indicated σ bond results from the overlap of which
orbitals?
sp2-sp2
sp-sp3
sp-sp2
sp2-sp3
Question 4.
Trigonal planar
Correct Answer: Of the following molecular geometries, which has the largest
bond angle? Pyramidal
Tetrahedral
Trigonal planar
Bent
Question 5.
13
, Correct Answer: How many σ bonds are in the following compound?
8
9
13
14
Question 6.
Y, because the dipole moments do not fully cancel.
Correct Answer: Which compound has the higher boiling point? Explain briefly.
X, because the dipole moments are far apart.
Y, because the dipole moments do not fully cancel.
Y, because it is less branched.
X, because it is more linear.
Question 7.
6 ✓✓How many hydrogen atoms are in the compound represented by the following
bond-line drawing?
5
6
7
8
• D) 9 5
Correct Answer: The compound represented by the following bond-line
drawing has how many carbon atoms and how many π bonds?
C atoms
π bonds
(a)
10 6
(b)
10 5
(c)
96
(d)
95
Question 8.
C ✓✓All of the following are significant resonance structures of the benzyl carbocation,
EXCEPT:
Question 9.
A ✓✓Which of the following resonance structures is the most significant contributor to
the resonance hybrid?
UPDATED ACTUAL Exam Questions and CORRECT Answers
Question 1.
sp, linear
Correct Answer: Which is the correct hybridization state and geometry for the
carbon atom in HCN?
sp, linear
sp2, trigonal planar
sp3, tetrahedral
None of the above
Question 2.
This structure has one positive charge and one negative charge.
Correct Answer: The following structure has been drawn without formal
charges. Which statement describes the missing formal charge(s)?
This structure has one positive charge and one negative charge.
This structure has one positive charge but no negative charges.
This structure has one negative charge but no positive charges.
This structure has no formal charges.
Question 3.
sp2-sp3
Correct Answer: The indicated σ bond results from the overlap of which
orbitals?
sp2-sp2
sp-sp3
sp-sp2
sp2-sp3
Question 4.
Trigonal planar
Correct Answer: Of the following molecular geometries, which has the largest
bond angle? Pyramidal
Tetrahedral
Trigonal planar
Bent
Question 5.
13
, Correct Answer: How many σ bonds are in the following compound?
8
9
13
14
Question 6.
Y, because the dipole moments do not fully cancel.
Correct Answer: Which compound has the higher boiling point? Explain briefly.
X, because the dipole moments are far apart.
Y, because the dipole moments do not fully cancel.
Y, because it is less branched.
X, because it is more linear.
Question 7.
6 ✓✓How many hydrogen atoms are in the compound represented by the following
bond-line drawing?
5
6
7
8
• D) 9 5
Correct Answer: The compound represented by the following bond-line
drawing has how many carbon atoms and how many π bonds?
C atoms
π bonds
(a)
10 6
(b)
10 5
(c)
96
(d)
95
Question 8.
C ✓✓All of the following are significant resonance structures of the benzyl carbocation,
EXCEPT:
Question 9.
A ✓✓Which of the following resonance structures is the most significant contributor to
the resonance hybrid?