Given below are two statements:
Statement-I : In Hofmann degradation reaction, the migration of only an alkyl group takes place from carbonyl carbon of the amide to the nitrogen atom.
Statement-II : The group is migrated in Hofmann degradation reaction to electron deficient atom.
In the light of the above statements, choose the most appropriate answer from the options given below:
Statement-I : In Hofmann degradation reaction, the migration of only an alkyl group takes place from carbonyl carbon of the amide to the nitrogen atom.
Statement-II : The group is migrated in Hofmann degradation reaction to electron deficient atom.
In the light of the above statements, choose the most appropriate answer from the options given below:
- Both Statement I and Statement II are correct
- Both Statement I and Statement II are incorrect
- Statement I is correct but Statement II is incorrect
- Statement I is incorrect but Statement II is correct
The Correct Option is D
Solution and Explanation
Hofmann bromamide breakdown
The alkyl/aryl group migrates to the nitrogen (nitrene), which lacks electrons, during this breakdown process.
While just the alkyl group is mentioned in Statement (I), aryl groups may also migrate depending on migratory aptitude, so the statement is not entirely accurate.
Given that migration takes place to an atom without an electron, statement (II) is true.
Hence, the correct option is (D): Statement I is incorrect but Statement II is correct
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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
- Chain isomerism - Due to the different arrangement of carbon atoms in the chain that is straight chain or branched.
- Position isomerism - Due to the difference in the location of the triple bond.
- 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.