19. Rank the nucleophilicity for halides: a. F> Cl > Br >I b. Cl>F> Br >I c. I> Br> Cl>F d. I> Cl > Br >F 20. What mechanism is/are involved in the reaction below? CH,OH heat Br ÓCH, a. SN1 & El b. SN1 & E2 c. SN2 & E1 d. SN2 & E2 21. What is the reagent used for the following reaction? IOH a. BH3/THF, then H2O2/OH b. Hg(OAc)2/H2O, then NaBH4 с. Н.О, Н d. H2, Pd/C

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter19: Eas: Electrophilic Aromatic Substitution
Section: Chapter Questions
Problem 45E
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etion?
19. Rank the nucleophilicity for halides:
a. F> Cl > Br >I
b. Cl>F> Br > I*
c. I > Br> Cl >F
d. I> Cl > Br >F
20. What mechanism is/are involved in the reaction below?
CH,OH
heat
Br
OCH,
a. SN1 & El
b. SN1 & E2
c. SN2 & E1
d. SN2 & E2
21. What is the reagent used for the following reaction?
8.
IOH
a. BH3/THF, then H2O2/OH
b. Hg(OAc)2/H2O, then NaBH4
с. Н-О, Н"
d. H2, Pd/C
22. What is the major product for reaction below?
H,SO4
below
а.
d. none
23. Arrange the following substrates in order of increasing their SN2 reactivity with NaCN:
(1). bromoethane,
(3). 1-chloro-2,2-dimethylpentane,
(2). 1-chloro-3,3-dimethylpentane,
(4). 2-bromo-2-methylpentane.
a. 1<2<3<4
b. 4 <3 < 2 <1
c. 2 <3 <1 <4
d. 3 <1<2<4
24. Identify the alkyl halide that most favorites an SN2 mechanism.
a. CH3CH2CH2B1;
b. CH3CHBrCH2CH3;
c. CH3C(CH3)BrCH2CH3;
d. CH3Br
4
Transcribed Image Text:etion? 19. Rank the nucleophilicity for halides: a. F> Cl > Br >I b. Cl>F> Br > I* c. I > Br> Cl >F d. I> Cl > Br >F 20. What mechanism is/are involved in the reaction below? CH,OH heat Br OCH, a. SN1 & El b. SN1 & E2 c. SN2 & E1 d. SN2 & E2 21. What is the reagent used for the following reaction? 8. IOH a. BH3/THF, then H2O2/OH b. Hg(OAc)2/H2O, then NaBH4 с. Н-О, Н" d. H2, Pd/C 22. What is the major product for reaction below? H,SO4 below а. d. none 23. Arrange the following substrates in order of increasing their SN2 reactivity with NaCN: (1). bromoethane, (3). 1-chloro-2,2-dimethylpentane, (2). 1-chloro-3,3-dimethylpentane, (4). 2-bromo-2-methylpentane. a. 1<2<3<4 b. 4 <3 < 2 <1 c. 2 <3 <1 <4 d. 3 <1<2<4 24. Identify the alkyl halide that most favorites an SN2 mechanism. a. CH3CH2CH2B1; b. CH3CHBrCH2CH3; c. CH3C(CH3)BrCH2CH3; d. CH3Br 4
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