In the following reaction sequence, $[\mathrm{C}]$ is:

JEE Main · 2020 · 04 Sep 2020 · Shift 2 · Compounds Containing Nitrogen

In the following reaction sequence,

[C]

is:

(A)(see structure)
(B)(see structure)
(C)(see structure)
✓ Correct
(D)(see structure)

Answer: (C)

Solution

Starting from toluene, free-radical chlorination in ultraviolet light substitutes at the benzylic position, turning the

- C H_{3}

group into

- C H_{2} Cl

to give benzyl chloride. Treating this with sodium in dry ether is a Wurtz-type coupling that removes the two chlorines and joins the benzylic carbons, so the product is

1, 2

-diphenylethane,

Ph - C H_{2} - C H_{2} - Ph

JEE Main · 2020 · 04 Sep 2020 · Shift 2 · Single correct option

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