ORGANIC CHEMISTRY 1 ACS FINAL
EXAM WITH VERIFIED QUESTIONS
AND ANSWERS
sp, linear - 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
This structure has one positive charge and one negative charge. - 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.
sp2-sp3 - ANSWER-The indicated σ bond results from the overlap of which orbitals?
sp2-sp2
sp-sp3
sp-sp2
sp2-sp3
Trigonal planar - ANSWER-Of the following molecular geometries, which has the largest bond angle?
Pyramidal
,Tetrahedral
Trigonal planar
Bent
13 - ANSWER-How many σ bonds are in the following compound?
8
9
13
14
Y, because the dipole moments do not fully cancel. - 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.
6 - ANSWER-How many hydrogen atoms are in the compound represented by the following bond-line
drawing?
5
6
7
8
D) 9 5 - 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
C - ANSWER-All of the following are significant resonance structures of the benzyl carbocation, EXCEPT:
A - ANSWER-Which of the following resonance structures is the most significant contributor to the
resonance hybrid?
D - ANSWER-Which of the following structures exhibits an sp3-hybridized nitrogen atom?
C - ANSWER-Which is a bond-line drawing of (CH3)2CHCH2OC(CH3)3?
C - ANSWER-Which of the following has the correct curved arrow(s) placement to show resonance for
the given allylic carbocation?
A - ANSWER-Which of the following anions is resonance delocalized?
A - ANSWER-The following cation has a total of how many resonance structures?
EXAM WITH VERIFIED QUESTIONS
AND ANSWERS
sp, linear - 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
This structure has one positive charge and one negative charge. - 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.
sp2-sp3 - ANSWER-The indicated σ bond results from the overlap of which orbitals?
sp2-sp2
sp-sp3
sp-sp2
sp2-sp3
Trigonal planar - ANSWER-Of the following molecular geometries, which has the largest bond angle?
Pyramidal
,Tetrahedral
Trigonal planar
Bent
13 - ANSWER-How many σ bonds are in the following compound?
8
9
13
14
Y, because the dipole moments do not fully cancel. - 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.
6 - ANSWER-How many hydrogen atoms are in the compound represented by the following bond-line
drawing?
5
6
7
8
D) 9 5 - 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
C - ANSWER-All of the following are significant resonance structures of the benzyl carbocation, EXCEPT:
A - ANSWER-Which of the following resonance structures is the most significant contributor to the
resonance hybrid?
D - ANSWER-Which of the following structures exhibits an sp3-hybridized nitrogen atom?
C - ANSWER-Which is a bond-line drawing of (CH3)2CHCH2OC(CH3)3?
C - ANSWER-Which of the following has the correct curved arrow(s) placement to show resonance for
the given allylic carbocation?
A - ANSWER-Which of the following anions is resonance delocalized?
A - ANSWER-The following cation has a total of how many resonance structures?
