Starting from benzene, please examine the synthetic routes and choose the option that will lead to the shown compound as the only product. H,C. CH, CH3 CH CH3 CH3 (A) (B) (C) (D) 1) AICI, chloromethane 1) AlCl3, chloromethane 1) AICI, pivaloyl chloride 1) FeBr3, 2-bromopropane 2) AICI, pivaloyl chloride 2) SO3, H2SO4 2) FeBr3, 2-bromopropane 2) SO3, H;SO4 3) FeBr3, 2-bromopropane 3) FeBr3, 2-bromopropane 3) AICI3, chloromethane 3) AlCl3, chloromethane 4) dil. H2SO4 4) dil. H2SO4 5) AlCl3, pivaloyl chloride 5) AlCl3, pivaloyl chloride

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter23: Amines
Section: Chapter Questions
Problem 23.58P
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Starting from benzene, please examine the synthetic routes and choose the option that will lead to the shown
compound as the only product.
H,C
CH,
CH3
CH
CH3
CH;
(A)
(B)
(C)
(D)
1) AICI3, chloromethane
1) AlCl3, chloromethane
1) AICI, pivaloyl chloride
1) FeBr3, 2-bromopropane
2) AICI, pivaloyl chloride
2) SO3, H2SO4
2) FeBr3, 2-bromopropane 2) SO3, H2SO4
3) FeBr3, 2-bromopropane
3) FeBr3, 2-bromopropane 3) AlCl3, chloromethane
3) AlCls, chloromethane
4) dil. H2SO4
4) dil. H2SO4
5) AICI3, pivaloyl chloride
5) AlCl3, pivaloyl chloride
Transcribed Image Text:Starting from benzene, please examine the synthetic routes and choose the option that will lead to the shown compound as the only product. H,C CH, CH3 CH CH3 CH; (A) (B) (C) (D) 1) AICI3, chloromethane 1) AlCl3, chloromethane 1) AICI, pivaloyl chloride 1) FeBr3, 2-bromopropane 2) AICI, pivaloyl chloride 2) SO3, H2SO4 2) FeBr3, 2-bromopropane 2) SO3, H2SO4 3) FeBr3, 2-bromopropane 3) FeBr3, 2-bromopropane 3) AlCl3, chloromethane 3) AlCls, chloromethane 4) dil. H2SO4 4) dil. H2SO4 5) AICI3, pivaloyl chloride 5) AlCl3, pivaloyl chloride
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9781305580350
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Publisher:
Cengage Learning