Organic Chemistry Updated Questions and
Answers (2026/2027) | Practice Review | A+
Verified
• sp, linear ✓✓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
• This structure has one positive charge and one negative charge. ✓✓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.
• sp2-sp3 ✓✓The indicated σ bond results from the overlap of which orbitals?
sp2-sp2
sp-sp3
sp-sp2
sp2-sp3
• Trigonal planar ✓✓Of the following molecular geometries, which has the largest
bond angle?
,Pyramidal
Tetrahedral
Trigonal planar
Bent
• 13 ✓✓How many σ bonds are in the following compound?
8
9
13
14
• Y, because the dipole moments do not fully cancel. ✓✓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.
• 6 ✓✓How many hydrogen atoms are in the compound represented by the
following bond-line drawing?
5
6
7
8
, • D) 9 5 ✓✓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
• C ✓✓All of the following are significant resonance structures of the benzyl
carbocation, EXCEPT:
• A ✓✓Which of the following resonance structures is the most significant
contributor to the resonance hybrid?
• D ✓✓Which of the following structures exhibits an sp3-hybridized nitrogen
atom?
• C ✓✓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?
Answers (2026/2027) | Practice Review | A+
Verified
• sp, linear ✓✓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
• This structure has one positive charge and one negative charge. ✓✓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.
• sp2-sp3 ✓✓The indicated σ bond results from the overlap of which orbitals?
sp2-sp2
sp-sp3
sp-sp2
sp2-sp3
• Trigonal planar ✓✓Of the following molecular geometries, which has the largest
bond angle?
,Pyramidal
Tetrahedral
Trigonal planar
Bent
• 13 ✓✓How many σ bonds are in the following compound?
8
9
13
14
• Y, because the dipole moments do not fully cancel. ✓✓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.
• 6 ✓✓How many hydrogen atoms are in the compound represented by the
following bond-line drawing?
5
6
7
8
, • D) 9 5 ✓✓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
• C ✓✓All of the following are significant resonance structures of the benzyl
carbocation, EXCEPT:
• A ✓✓Which of the following resonance structures is the most significant
contributor to the resonance hybrid?
• D ✓✓Which of the following structures exhibits an sp3-hybridized nitrogen
atom?
• C ✓✓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?
