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Convert benzene to the following compoun...

Convert benzene to the following compounds:
a. b.
c. d.

Text Solution

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a.
Williamson's synthesis of (I) and (II) would take place since ArSN is fesible in (I) because (X) in (I) is activated by two `(---NO_(2))` groups. Synthesise (I) from benzene and then react with (II) to obtain the product.

b. (Path I)
(Path II)
Path II: Synthesis of (B) by intermolecular dehydration is not fesible, since ether is unsymmerical. Synthesis of (B) by path II:

c.
Synthesis of (C):

d. Path I: Synthesis of (D) by intermolecular dehydration is not possible, although we have symmetrical ether but alcohols required would be `2^(@)` and product would be stable conjugated alkene `PhCH = CH_(2)` .

Path II: williamson's synthesis is also not feasible since both RX and RONa would be `2^(@)`

Only path left for the synthesis of (D) is alkoxy mercuration-demercuration. Synthesis (II) form bezene and then react with aclohol (I) by alkoxy mercuration-demercuration reaction.
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