3. What is the main product for each of the following reactions? (a) p-Methylanisole + CH3CH2COCl, AlCl3 --------> ? (b) Toluene + Br2, light, then CH3CH2COCl, AlCl3 --------> ? (c) Acetophenone + CH3CH2Cl, AlCl3, then Br2, Fe -----> ?

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter19: Eas: Electrophilic Aromatic Substitution
Section: Chapter Questions
Problem 17E
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3. What is the main product for each of the following reactions?

(a) p-Methylanisole + CH3CH2COCl, AlCl3 --------> ?

(b) Toluene + Br2, light, then CH3CH2COCl, AlCl3 --------> ?

(c) Acetophenone + CH3CH2Cl, AlCl3, then Br2, Fe -----> ?

(d) Styrene + CH3CH2COCl AlCl3, then Br2, Fe -----> ?

(e) Benzene + 1-chloro-2,2-dimethylpropane, AlCl3 -----> ?

(f) Benzene + HCOCl, AlCl3 then 1-chlorobutane, AlCl3 -----> ?

4. Using arrows to show electron movement, write the stepwise mechanism for the major

products in the reactions (3a and 3f) listed above.

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