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Chapter 5: Problem 166

The organic compound formed by the dry distillation of calcium adipate is reduced with zinc amalgam and concentrated hydrochloric acid. The final product formed is (a) cyclopentane (b) pentane (c) cyclopentanol (d) cyclohexane

Short Answer

Expert verified
Answer: The final product obtained in the given organic chemistry problem is cyclopentane.

Step by step solution

01

Identify the organic compound formed by the dry distillation of calcium adipate

Calcium adipate has the formula (Ca(CH2)4(COO)2). Dry distillation of calcium adipate leads to the formation of cyclopentanone with calcium carbonate and water as by-products. The reaction can be represented as follows: Ca(CH2)4(COO)2 → C5H8O + CaCO3 + H2O
02

Determine the structure of cyclopentanone

Cyclopentanone has the molecular formula C5H8O. It is a cyclic ketone with a five-membered ring. The structure of cyclopentanone is: ``` O ╲╝ ─── / \ │ │ \ / ─── ```
03

Understand the reaction with zinc amalgam and concentrated hydrochloric acid

The reaction of cyclopentanone with zinc amalgam (Zn-Hg) and concentrated hydrochloric acid (HCl) is a reduction reaction. This reaction is known as Clemmensen reduction, which is used to convert ketones into alkanes by replacing the carbonyl group (C=O) with an H2 group.
04

Find the final product and match it with the given options

As we perform Clemmensen reduction on cyclopentanone, the carbonyl group (C=O) is replaced with an H2 group. This results in the formation of cyclopentane, which is an alkane with a five-membered ring. The final product can be represented as follows: ``` ─── / \ │ │ \ / ─── ``` Comparing this final product with the given options, we find that the correct option is (a) cyclopentane.

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Most popular questions from this chapter

Which of the following does not give benzoic acid on hydrolysis? (a) Ethyl benzoate (b) Benzene carbonitrile (c) Benzyl chloride (d) Benzoyl chloride

Benzophenone does not react with (a) \(\mathrm{NaHSO}_{3}\) (b) \(\mathrm{H}_{2} \mathrm{NOH}\) (c) \(\mathrm{HCN}\) (d) \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{MgBr}\)

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Statement 1 2-methylpropanal undergoes Cannizzaro reaction when heated with \(50 \% \mathrm{NaOH}\) solution at about \(443-473 \mathrm{~K}\). and Statement 2 2-Methylpropanal contains an \(\alpha\) -hydrogen atom.
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