Propose the reagents in best order for the synthesis of the following compound from benzene. CI A) B) 1) CH3CH2Cl, AlCl3 2) Cl₂, AlCl3 3) CH3COCI, AlCl3 1) CH3CH2Cl, AlCl3 2) CH3COCI, AlCl3 3) Cl₂, AlCl3 D) 1) CH3CH2Cl, AlCl3 2) Fuming H₂SO4 2) Cl₂, AlCl3 3) CH3COCI, AlCl3 4) Dilute H2SO4 E) C) 1) CH3COCI, AlCl3 2) Zn(Hg), HCl, Heat 3) Fuming H2SO4 4) Cl₂, AlCl3 5) Dilute H2SO4 1) CH3COCI, AlCl3 2) Cl₂, AlCl3 3) CH3CH2Cl, AlCl3 4) Zn(Hg), HCl, Heat

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter22: Carbonyl Alpha-substitution Reactions
Section22.SE: Something Extra
Problem 26MP: Nonconjugated , -unsaturated ketones, such as 3-cyclohexenone, are in an acid-catalyzed equilibrium...
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Propose the reagents in best order for the synthesis of the following compound from benzene.
CI
A)
B)
1) CH3CH2Cl, AlCl3
2) Cl₂, AlCl3
3) CH3COCI, AlCl3
1) CH3CH2Cl, AlCl3
2) CH3COCI, AlCl3
3) Cl₂, AlCl3
D)
1) CH3CH2Cl, AlCl3
2) Fuming H₂SO4
2) Cl₂, AlCl3
3) CH3COCI, AlCl3
4) Dilute H2SO4
E)
C)
1) CH3COCI, AlCl3
2) Zn(Hg), HCl, Heat
3) Fuming H2SO4
4) Cl₂, AlCl3
5) Dilute H2SO4
1) CH3COCI, AlCl3
2) Cl₂, AlCl3
3) CH3CH2Cl, AlCl3
4) Zn(Hg), HCl, Heat
Transcribed Image Text:Propose the reagents in best order for the synthesis of the following compound from benzene. CI A) B) 1) CH3CH2Cl, AlCl3 2) Cl₂, AlCl3 3) CH3COCI, AlCl3 1) CH3CH2Cl, AlCl3 2) CH3COCI, AlCl3 3) Cl₂, AlCl3 D) 1) CH3CH2Cl, AlCl3 2) Fuming H₂SO4 2) Cl₂, AlCl3 3) CH3COCI, AlCl3 4) Dilute H2SO4 E) C) 1) CH3COCI, AlCl3 2) Zn(Hg), HCl, Heat 3) Fuming H2SO4 4) Cl₂, AlCl3 5) Dilute H2SO4 1) CH3COCI, AlCl3 2) Cl₂, AlCl3 3) CH3CH2Cl, AlCl3 4) Zn(Hg), HCl, Heat
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