Hydrocarbons - Result Question 84

####72. Give the structures of $A, B$ and $C$ (explanation are not required)

(i) $A\left(C _4 H _8\right)$ which adds on $HBr$ in the presence and in the absence of peroxide to give same product.

(ii) $B\left(C _4 H _8\right)$ which when treated with $H _2 O / H _2 SO _4$ gives $C _4 H _{10} O$ which cannot be resolved into optical isomers.

(iii) $C\left(C _6 H _{12}\right)$, an optically active hydrocarbon which on catalytic hydrogenation gives an optically inactive compound $C _6 H _{14}$.

$(1993,1 M \times 3=3 M)$

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Solution:

  1. (i) $A$ must be a symmetrical alkene :

(ii)

(iii)

has one chiral carbon



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