Show what amines and carbonyl compounds combine to give the following derivatives. (d)
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Step 1: Analyze the given derivative structure. The molecule consists of a hydrazone functional group (-C=N-NH-) formed by the reaction of a carbonyl compound and a hydrazine derivative. Additionally, the hydrazine derivative contains a nitro-substituted benzene ring.
Step 2: Identify the carbonyl compound. The left side of the molecule shows a cyclohexanone structure, which is a ketone with a six-membered ring. This indicates that cyclohexanone is the carbonyl compound involved in the reaction.
Step 3: Identify the amine component. The hydrazone group suggests that the amine component is a hydrazine derivative. The right side of the molecule shows a nitro-substituted benzene ring attached to the hydrazine group. This indicates that the amine component is 2,4-dinitrophenylhydrazine.
Step 4: Understand the reaction mechanism. The reaction involves the nucleophilic attack of the hydrazine derivative (2,4-dinitrophenylhydrazine) on the carbonyl group of cyclohexanone, followed by the elimination of water to form the hydrazone derivative.
Step 5: Summarize the reactants. The amine component is 2,4-dinitrophenylhydrazine, and the carbonyl compound is cyclohexanone. These two reactants combine to form the given hydrazone derivative.
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Key Concepts
Here are the essential concepts you must grasp in order to answer the question correctly.
Amines
Amines are organic compounds derived from ammonia (NH3) by replacing one or more hydrogen atoms with alkyl or aryl groups. They can be classified as primary, secondary, or tertiary based on the number of carbon-containing groups attached to the nitrogen atom. Amines are known for their basicity and nucleophilicity, making them reactive towards electrophiles, such as carbonyl compounds.
Carbonyl compounds contain a carbon atom double-bonded to an oxygen atom (C=O). This functional group is characteristic of aldehydes and ketones, which differ in the placement of the carbonyl group. Carbonyl compounds are polar and can act as electrophiles, making them susceptible to nucleophilic attack by amines, leading to the formation of various derivatives.
When amines react with carbonyl compounds, they can form derivatives such as imines and enamines. Imines are formed when a primary amine reacts with an aldehyde or ketone, resulting in a C=N bond. Enamines, on the other hand, are formed from secondary amines and involve a double bond between the carbon and nitrogen, showcasing the versatility of amines in organic synthesis.