Question:

In the below reaction $x$ is.

Updated On: Aug 2, 2023
  • $HNO_3$
  • $O_2$
  • $O_3$
  • $KMnO_4$
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The Correct Option is C

Approach Solution - 1

$X$ will be $O _{3}$.It is the ozonolysis reaction of alkyne that produces directly followed by reductive cleavage with $Zn$ dust.
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Ans. Ozonolysis is referred to as the organic reaction in which unsaturated hydrocarbons like alkenes, alkynes, or azo compounds are split or cleaved with the help of ozone. This method of division is a type of cycloaddition reaction that destroys or splits the pi-bond present in it

Unsaturated hydrocarbons with at least one carbon-carbon double bond and a sigma and pi-bond between them are known as alkenes. These pi-bonds of the carbon-carbon double bonds are broken by the ozone during ozonolysis and are replaced with a carbonyl group. An alkene can therefore undergo ozonolysis, or oxidation with ozone, to produce alcohols, aldehydes, ketones, or carboxylic acids.

Both general alkenes like ethene or pentene and cyclic alkenes like cyclohexene can be used for ozonolysis. Alkenes undergo full fragmentation during ozonolysis.

Alkenes are subjected to ozone oxidation, reactive oxygen allotrope creation, production of the intermediate compound ozonide, and eventually conversion to the necessary carbonyl derivatives under the appropriate workup conditions.

Alkynes are unsaturated hydrocarbons containing at least one carbon-carbon triple bond having a sigma and two pi-bonds between them. During ozonolysis, these pi-bonds of the carbon-carbon triple bonds are cleaved by the ozone and get replaced by a diketone group. So, an alkyne forms diketones and acid anhydrides upon ozonolysis, that is oxidation with ozone.

The acid anhydride formed may give rise to two carboxylic acids in the presence of water due to hydrolysis. Ozonolysis of alkynes always results in incomplete fragmentation, unlike alkanes.

No reducing agents are required to treat the ozonolysis of alkynes. It includes the oxidation of alkynes using ozone, the reactive allotrope of oxygen, the formation of intermediate compound ozonide, and finally the conversion to required diketones or acid anhydrides using simple aqueous workup conditions.

 

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Concepts Used:

Alkynes

In organic chemistry, an alkyne is an unsaturated hydrocarbon containing at least one carbon-carbon triple bond. Alkynes are an organic molecule that contains triple bonds between the carbon atoms. Its general formula is CnH2n-2. They are also known as acetylenes. In this article, we will deal with the structure of alkynes.

Isomerism in Alkynes:

Alkynes show three types of isomerism

  1. Chain isomerism - Due to the different arrangement of carbon atoms in the chain that is straight chain or branched.
  2. Position isomerism - Due to the difference in the location of the triple bond.
  3. Functional isomerism - Isomeric with alkadienes both being represented by the general formula CnH2n-1. 

Properties of Alkynes:

Physical Properties:

  • Non-polar, unsaturated hydrocarbons.
  • Highly soluble in organic and non-polar solvents and slightly soluble in polar solvents.
  • High boiling point, in comparison to other hydrocarbons.
  • Release a high amount of energy due to the repulsion of electrons in a reaction.
  • More acidic than alkanes and alkenes due to SP hybridization.

Chemical Properties:

  • Hydrogenation - Alkynes undergoes two types of hydrogenation reactions. Complete hydrogenation (in presence of Pd-C/ H2) and partial hydrogenation (in presence of Linder’s catalyst/H2).
  • Act as a strong nucleophile by converting into acetylide. 
  • React with BH3 and undergo hydroboration reactions to form aldehydes and ketones.
  • Undergo halogenation reactions in the presence of different halogenating agents by different mechanisms and forms haloalkanes.