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JEE Main 2025 Jan 23 Shift 1, Chemistry Q14: Structural Isomerism

JEE Main2025Jan 23, Shift 1Chemistry
Q.

Propane molecule on chlorination under photochemical condition gives two di-chloro products, "x" and "y". Amongst "x" and "y", "x" is an optically active molecule. How many tri-chloro products (consider only structural isomers) will be obtained from "x" when it is further treated with chlorine under the photochemical condition?

  1. A

    4

  2. B

    2

  3. C

    5

  4. D

    3

Solution

Dichlorination of propane gives several products. The chiral one is 1,2-dichloropropane: (carbon 2 carries H, Cl, , - four different groups). So x = 1,2-dichloropropane.

Now substitute one more H by Cl. The distinct H environments in x are:

(a) the three Hs on (C1),

(b) the single H on the chiral (C2),

(c) the two Hs on (C3).

Replacing each gives a structurally distinct trichloride:

(a) (1,2,3-trichloropropane),

(b) (1,2,2-trichloropropane),

(c) (1,1,2-trichloropropane).

3 structural isomers.

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