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Question: Answered & Verified by Expert
A dihaloalkane ' $X$, having formula $\mathrm{C}_{3} \mathrm{H}_{6} \mathrm{Cl}_{2}$, on hydrolysis gives a compound, that can reduce Tollen's reagent. The compound $X^{\prime}$ is
ChemistryAldehydes and KetonesJEE Main
Options:
  • A 1,2 -dichloropropane
  • B 1 , 1 -dichloropropane
  • C 1,3 -dichloropropane
  • D 2, 2-dichloropropane
Solution:
1412 Upvotes Verified Answer
The correct answer is: 1 , 1 -dichloropropane
Since, the obtained compound reduces Tollen's reagent, it must be an aldehyde. Thus, it is obvious that both the $-\mathrm{Cl}$ atoms are present at $\mathrm{C}_{1} . \quad$ Hence, $\quad$ the $\quad$ compound $\quad{X}^{\prime}$ is 1, 1-dichloropropane and the reactions are as follows

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