You are asked to synthesize the monosubstituted benzene derivativeshown below as

Question

You are asked to synthesize the monosubstituted benzene derivativeshown below as the Final product of Scheme 3(3 - methyl - 1 - phenylbutane). You do not get a good yield viaFriedel - Crafts alkylation due to rearrangement. The only chemicalsyou have access to are given in the table. Fill in the blank withthe corresponding letter in the table and draw the skeletalstructure for each indicated species below. From Scheme 1 (a) organic species 1 (b) non - organic reagent 2 (c) organic species 3 (d) non - organic reagent 4 (e) organic species 5 (f) non - organic reagent 6 From Scheme 2 (g) organic species 8 (h) non - organic reagent 9 (i) organic species 10

Explanation / Answer

B

D

CC(C)CCBr

C

CC(C)CC[Li]

E

A

G

Brc1ccccc1

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