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Chemistry

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An unsaturated hydrocarbon $A (C_{6} H_{1} 0)$ readily gives $B$ on treatment with $N a N H_{2}$ in liquid $N H_{3}$ . When $B$ is allowed to react with $1 -$ chloropropane a compound $C$ is obtained. On partial hydrogenation in the presence of Lindlar catalyst, compound $C$ gives $D$ $(C_{9} H_{1} 8)$ . On ozonolysis, $D$ gives $2,$ 2-dimethyl propanal and $l - b u t a n a l$ . With proper reasoning give the structures of $A, B, C$ and $D$ .

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