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Multiple Choice Quiz



1

Consider the following two anionic molecules. Which of the following statements is TRUE?
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A)I is more basic and more nucleophilic than II.
B)I is less basic and less nucleophilic than II.
C)I is more basic but less nucleophilic than II.
D)I is less basic but more nucleophilic than II.
2

Consider ammonia (I) and water (II). Which of the following statements is TRUE?
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A)I is more basic and more nucleophilic than II.
B)I is less basic and less nucleophilic than II.
C)I is more basic but less nucleophilic than II.
D)I is less basic but more nucleophilic than II.
3

Which halide ion is the best nucleophile in dimethyl sulfoxide solution?
A)fluoride
B)chloride
C)bromide
D)iodide
4

Which reagent is a good nucleophile?
A)NH3
B)HBr
C)Br2
D)BH3
5

Which is the MOST basic nucleophile in the following series?
A)F-
B)CH3CH2OH
C)H2O
D)CH3CH2O-
6

Which is the best leaving group in a substitution reaction of an alkyl halide?
A)Cl-
B)Br-
C)I-
D)F-
7

Which statement is TRUE with respect to an SN2 reaction?
A)A good leaving group is a strong base.
B)A good leaving group is a weak base.
C)A leaving group must be negatively charged.
D)A leaving group must be a halide.
8

Which of the following will react MOST readily with NaCN to form propionitrile, CH3CH2CN?
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A)CH3CH2OH
B)CH3CH2F
C)CH3CH2NH2
D)CH3CH2Br
9

Which of the following (X) is the best leaving group?
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A)X = Iodide
B)X = Chloride
C)X = Bromide
D)X = Fluoride
10

Which of the following nucleophiles is going to promote an SN2 reaction?
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A)NaI
B)Water
C)NH4Cl
D)MeONa
11

Which of the following is an SN1 reaction?
A)<a onClick="window.open('/olcweb/cgi/pluginpop.cgi?it=jpg::::/sites/dl/free/0072397462/209335/7_11_A.jpg','popWin', 'width=NaN,height=NaN,resizable,scrollbars');" href="#"><img valign="absmiddle" height="16" width="16" border="0" src="/olcweb/styles/shared/linkicons/image.gif"> (13.0K)</a>
B)<a onClick="window.open('/olcweb/cgi/pluginpop.cgi?it=jpg::::/sites/dl/free/0072397462/209335/7_11_B.jpg','popWin', 'width=NaN,height=NaN,resizable,scrollbars');" href="#"><img valign="absmiddle" height="16" width="16" border="0" src="/olcweb/styles/shared/linkicons/image.gif"> (15.0K)</a>
C)<a onClick="window.open('/olcweb/cgi/pluginpop.cgi?it=jpg::::/sites/dl/free/0072397462/209335/7_11_C.jpg','popWin', 'width=NaN,height=NaN,resizable,scrollbars');" href="#"><img valign="absmiddle" height="16" width="16" border="0" src="/olcweb/styles/shared/linkicons/image.gif"> (15.0K)</a>
D)<a onClick="window.open('/olcweb/cgi/pluginpop.cgi?it=jpg::::/sites/dl/free/0072397462/209335/7_11_D.jpg','popWin', 'width=NaN,height=NaN,resizable,scrollbars');" href="#"><img valign="absmiddle" height="16" width="16" border="0" src="/olcweb/styles/shared/linkicons/image.gif"> (16.0K)</a>
12

Which of the following is NOT a good nucleophile for an SN1 reaction?
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A)MeONa
B)MeOH
C)EtOH
D)H2O
13

Consider the following reaction.
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What would happen if the concentration of NaOCH3 was doubled?
A)The rate of reaction would double.
B)The rate of reaction would be halved.
C)The rate of reaction would stay the same.
D)Elimination would become the major reaction.
14

What is the likely mechanism for the following reaction?
CH3Cl + NaOH → CH3OH + NaCl
A)SN1
B)SN2
C)neither
D)could be either SN1 or SN2
15

Rank the following cations in order from most stable to least stable:
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A)1 > 2 > 3 > 4
B)4 > 3 > 2 > 1
C)2 > 1 > 4 > 3
D)3 > 4 > 2 > 1
16

How many total resonance structures can be drawn for the following carbocation?
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A)0
B)1
C)3
D)4
17

Which is the MOST stable cation?
A)<a onClick="window.open('/olcweb/cgi/pluginpop.cgi?it=jpg::::/sites/dl/free/0072397462/209335/7_18_A.jpg','popWin', 'width=NaN,height=NaN,resizable,scrollbars');" href="#"><img valign="absmiddle" height="16" width="16" border="0" src="/olcweb/styles/shared/linkicons/image.gif"> (9.0K)</a>
B)<a onClick="window.open('/olcweb/cgi/pluginpop.cgi?it=jpg::::/sites/dl/free/0072397462/209335/7_18_B.jpg','popWin', 'width=NaN,height=NaN,resizable,scrollbars');" href="#"><img valign="absmiddle" height="16" width="16" border="0" src="/olcweb/styles/shared/linkicons/image.gif"> (9.0K)</a>
C)<a onClick="window.open('/olcweb/cgi/pluginpop.cgi?it=jpg::::/sites/dl/free/0072397462/209335/7_18_C.jpg','popWin', 'width=NaN,height=NaN,resizable,scrollbars');" href="#"><img valign="absmiddle" height="16" width="16" border="0" src="/olcweb/styles/shared/linkicons/image.gif"> (9.0K)</a>
D)<a onClick="window.open('/olcweb/cgi/pluginpop.cgi?it=jpg::::/sites/dl/free/0072397462/209335/7_18_D.jpg','popWin', 'width=NaN,height=NaN,resizable,scrollbars');" href="#"><img valign="absmiddle" height="16" width="16" border="0" src="/olcweb/styles/shared/linkicons/image.gif"> (10.0K)</a>
18

The reaction of 3-chloro-2,2-dimethylbutane and sodium iodide yields
A)3-iodo-2,2-dimethylbutane.
B)2-iodo-3,3-dimethylbutane.
C)3-iodo-2,3-dimethylbutane.
D)2-iodo-2,3-dimethylbutane.
19

Rank the following in order from most stable to least stable:
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A)a b c
B)a c b
C)c b a
D)c a b
20

Which substrate will react most readily in the following reaction?
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A)<a onClick="window.open('/olcweb/cgi/pluginpop.cgi?it=jpg::::/sites/dl/free/0072397462/209335/7_21_A.jpg','popWin', 'width=NaN,height=NaN,resizable,scrollbars');" href="#"><img valign="absmiddle" height="16" width="16" border="0" src="/olcweb/styles/shared/linkicons/image.gif"> (10.0K)</a>
B)<a onClick="window.open('/olcweb/cgi/pluginpop.cgi?it=jpg::::/sites/dl/free/0072397462/209335/7_21_B.jpg','popWin', 'width=NaN,height=NaN,resizable,scrollbars');" href="#"><img valign="absmiddle" height="16" width="16" border="0" src="/olcweb/styles/shared/linkicons/image.gif"> (11.0K)</a>
C)<a onClick="window.open('/olcweb/cgi/pluginpop.cgi?it=jpg::::/sites/dl/free/0072397462/209335/7_21_C.jpg','popWin', 'width=NaN,height=NaN,resizable,scrollbars');" href="#"><img valign="absmiddle" height="16" width="16" border="0" src="/olcweb/styles/shared/linkicons/image.gif"> (11.0K)</a>
D)<a onClick="window.open('/olcweb/cgi/pluginpop.cgi?it=jpg::::/sites/dl/free/0072397462/209335/7_21_D.jpg','popWin', 'width=NaN,height=NaN,resizable,scrollbars');" href="#"><img valign="absmiddle" height="16" width="16" border="0" src="/olcweb/styles/shared/linkicons/image.gif"> (11.0K)</a>
21

Which of the following is the best reagent to promote an SN2 reaction?
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A)tBuONa/tBuOH
B)tBuOH/H2O
C)EtONa/EtOH
D)EtOH/H2O
22

Rank the following in order of decreasing reactivity with methanol.
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A)III>II>IV>I
B)IV>I>II>III
C)I>IV>II>III
D)I>IV>III>II
23

Which compound RX reacts MOST rapidly in an SN2 reaction?
A)2-Bromohexane
B)1-Bromo-3-methylhexane
C)2-Bromo-2-methylhexane
D)3-Bromohexane
24

What is the major product of the following synthesis?
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A)<a onClick="window.open('/olcweb/cgi/pluginpop.cgi?it=jpg::::/sites/dl/free/0072397462/209335/7_25_A.jpg','popWin', 'width=NaN,height=NaN,resizable,scrollbars');" href="#"><img valign="absmiddle" height="16" width="16" border="0" src="/olcweb/styles/shared/linkicons/image.gif"> (11.0K)</a>
B)<a onClick="window.open('/olcweb/cgi/pluginpop.cgi?it=jpg::::/sites/dl/free/0072397462/209335/7_25_B.jpg','popWin', 'width=NaN,height=NaN,resizable,scrollbars');" href="#"><img valign="absmiddle" height="16" width="16" border="0" src="/olcweb/styles/shared/linkicons/image.gif"> (12.0K)</a>
C)<a onClick="window.open('/olcweb/cgi/pluginpop.cgi?it=jpg::::/sites/dl/free/0072397462/209335/7_25_C.jpg','popWin', 'width=NaN,height=NaN,resizable,scrollbars');" href="#"><img valign="absmiddle" height="16" width="16" border="0" src="/olcweb/styles/shared/linkicons/image.gif"> (11.0K)</a>
D)<a onClick="window.open('/olcweb/cgi/pluginpop.cgi?it=jpg::::/sites/dl/free/0072397462/209335/7_25_D.jpg','popWin', 'width=NaN,height=NaN,resizable,scrollbars');" href="#"><img valign="absmiddle" height="16" width="16" border="0" src="/olcweb/styles/shared/linkicons/image.gif"> (11.0K)</a>
25

What is the major product of the following synthesis?
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A)<a onClick="window.open('/olcweb/cgi/pluginpop.cgi?it=jpg::::/sites/dl/free/0072397462/209335/7_26_A.jpg','popWin', 'width=NaN,height=NaN,resizable,scrollbars');" href="#"><img valign="absmiddle" height="16" width="16" border="0" src="/olcweb/styles/shared/linkicons/image.gif"> (11.0K)</a>
B)<a onClick="window.open('/olcweb/cgi/pluginpop.cgi?it=jpg::::/sites/dl/free/0072397462/209335/7_26_B.jpg','popWin', 'width=NaN,height=NaN,resizable,scrollbars');" href="#"><img valign="absmiddle" height="16" width="16" border="0" src="/olcweb/styles/shared/linkicons/image.gif"> (11.0K)</a>
C)<a onClick="window.open('/olcweb/cgi/pluginpop.cgi?it=jpg::::/sites/dl/free/0072397462/209335/7_26_C.jpg','popWin', 'width=NaN,height=NaN,resizable,scrollbars');" href="#"><img valign="absmiddle" height="16" width="16" border="0" src="/olcweb/styles/shared/linkicons/image.gif"> (12.0K)</a>
D)<a onClick="window.open('/olcweb/cgi/pluginpop.cgi?it=jpg::::/sites/dl/free/0072397462/209335/7_26_D.jpg','popWin', 'width=NaN,height=NaN,resizable,scrollbars');" href="#"><img valign="absmiddle" height="16" width="16" border="0" src="/olcweb/styles/shared/linkicons/image.gif"> (12.0K)</a>
26

Which of the following CANNOT be made in good yield from CH3CH2Cl using an SN2 reaction?
A)CH3CH2OCH2CH3
B)CH3CH2OC(CH3)3
C)CH3CH2OH
D)CH3CH2SH
27

Predict the product of the following reaction.
CH3CH2I + CH3CH2OK →
A)CH3CH2ICH2CH3
B)CH3CH2OCH2CH3
C)CH3CH2CH2CH2I
D)CH3CH2CH2CH2O
28

What is the MOST reactive alkyl halide for the following reaction?
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A)<a onClick="window.open('/olcweb/cgi/pluginpop.cgi?it=jpg::::/sites/dl/free/0072397462/209335/7_29a.jpg','popWin', 'width=NaN,height=NaN,resizable,scrollbars');" href="#"><img valign="absmiddle" height="16" width="16" border="0" src="/olcweb/styles/shared/linkicons/image.gif"> (12.0K)</a>
B)<a onClick="window.open('/olcweb/cgi/pluginpop.cgi?it=jpg::::/sites/dl/free/0072397462/209335/7_29b.jpg','popWin', 'width=NaN,height=NaN,resizable,scrollbars');" href="#"><img valign="absmiddle" height="16" width="16" border="0" src="/olcweb/styles/shared/linkicons/image.gif"> (12.0K)</a>
C)<a onClick="window.open('/olcweb/cgi/pluginpop.cgi?it=jpg::::/sites/dl/free/0072397462/209335/7_29c.jpg','popWin', 'width=NaN,height=NaN,resizable,scrollbars');" href="#"><img valign="absmiddle" height="16" width="16" border="0" src="/olcweb/styles/shared/linkicons/image.gif"> (13.0K)</a>
D)<a onClick="window.open('/olcweb/cgi/pluginpop.cgi?it=jpg::::/sites/dl/free/0072397462/209335/7_29d.jpg','popWin', 'width=NaN,height=NaN,resizable,scrollbars');" href="#"><img valign="absmiddle" height="16" width="16" border="0" src="/olcweb/styles/shared/linkicons/image.gif"> (12.0K)</a>







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