ACS ORGANIC CHEMISTRY FINAL EXAM
2025/2026 ACTUAL PREP QUESTIONS AND
ANSWERS GRADED A+
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
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.
The indicated σ bond results from the overlap of which orbitals?
sp2-sp2
sp-sp3
sp-sp2
sp2-sp3
,Of the following molecular geometries, which has the largest bond angle?
Pyramidal
Tetrahedral
Trigonal planar
Bent
How many σ bonds are in the following compound?
8
9
13
14
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.
,How many hydrogen atoms are in the compound represented by the following
bond-line drawing?
5
6
7
8
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
All of the following are significant resonance structures of the benzyl carbocation,
EXCEPT:
, C
Which of the following resonance structures is the most significant contributor to
the resonance hybrid?
A
Which of the following structures exhibits an sp3-hybridized nitrogen atom?
D
Which is a bond-line drawing of (CH3)2CHCH2OC(CH3)3?
C
Which of the following has the correct curved arrow(s) placement to show
resonance for the given allylic carbocation?
2025/2026 ACTUAL PREP QUESTIONS AND
ANSWERS GRADED A+
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
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.
The indicated σ bond results from the overlap of which orbitals?
sp2-sp2
sp-sp3
sp-sp2
sp2-sp3
,Of the following molecular geometries, which has the largest bond angle?
Pyramidal
Tetrahedral
Trigonal planar
Bent
How many σ bonds are in the following compound?
8
9
13
14
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.
,How many hydrogen atoms are in the compound represented by the following
bond-line drawing?
5
6
7
8
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
All of the following are significant resonance structures of the benzyl carbocation,
EXCEPT:
, C
Which of the following resonance structures is the most significant contributor to
the resonance hybrid?
A
Which of the following structures exhibits an sp3-hybridized nitrogen atom?
D
Which is a bond-line drawing of (CH3)2CHCH2OC(CH3)3?
C
Which of the following has the correct curved arrow(s) placement to show
resonance for the given allylic carbocation?
