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1) Which of the following transitions is the highest energy transition?
 
n to s*
 
n to p*
 
s to s* (Answer)
 
p to p*
 
Other
 

 
 
 
2) Which of the following compounds would have the highest boiling point?
 
CH3CH2CH2CH3
 
CH3NH2
 
CH3OH (Answer)
 
CH2F23
 
Other
 

 
 
 
3) What is the total number of sigma bonds found in the following compound?
CH3-CH=C=CH-C=C-H
 
8
 
10
 
11 (Answer)
 
15
 
Other
 

 
 
 
4) How many dichlorinated isomers can be formed by the halogenation of CH3CH2CH2CH3 with Cl2 in the presence of light?
 
2
 
3
 
5
 
6 (Answer)
 
Other
 

 
 
 
5) Which of the following would not be a reasonable nucleophile in a SN2 reaction?
 
NH3
 
NC-
 
H2O (Answer)
 
HO-
 
Other
 

 
 
 
6) Which of the following halides will react most rapidly in a SN2 reaction?
 
CH3F
 
CH3Cl
 
CH3Br
 
CH3I (Answer)
 
Other
 

 
 
 
7) Which of the following compounds is the strongest Bronsted base?
 
CH4
 
NH3 (Answer)
 
H2O
 
HF
 
Other
 

 
 
 
8) The major reason that phenol is a better Bronsted acid than cyclohexanol is…
 
it is a better proton donor.
 
the cyclohexyl group is an electron donating group by induction, which destabilizes the anion formed in the reaction.
 
phenol is able to stabilize the anion formed in the reaction by resonance. (Answer)
 
the phenyl group is an electron withdrawing group by induction, which stabilizes the anion formed in the reaction.
 
Other
 

 
 
 
9) The reason that CH3NH2 is a stronger base than CH3OH is due to the fact that…
 
hyperconjugation resonance of the product, CH3NH3+, is better than for CH3OH2+
 
resonance of the product, CH3NH3+, is better than for CH3OH2+
 
the electronegativity of nitrogen is less than oxygen, thus making the electron pair more available. (Answer)
 
It isn’t. The oxygen atom has 2 non-bonded pairs of electrons making it twice as basic.
 
Other
 

 
 
 
10) What is the total number of pi bonds found in the following compound?
H-C=C-CH2-NO2
 
 
1
 
2
 
3 (Answer)
 
4
 
Other