The given reaction involves two steps. Let's analyze each step:
Step 1: Acid Chloride Reaction with Ammonia
The first reaction involves compound 'A' (C6H5Cl2O) reacting with ammonia (NH3). This step typically forms an amide. Since compound 'A' is described as having the formula C6H5Cl2O, it can be inferred to be an acyl chloride. The general reaction with ammonia forms an amide:
Formation of an amide should clarify the intermediate product
Therefore, the intermediate compound formed is C6H5CINH2O, matching the description given as C6H5ClNO.
Step 2: Hoffmann Bromamide Degradation
In the presence of Br2 and NaOH, the amide undergoes Hoffmann Bromamide Degradation. This reaction removes a carbonyl group, ultimately forming an amine while decreasing the carbon count by one:
The final product has an amino group (NH2) in the para position relative to the chloro group, and a methyl group (CH3). This corresponds to 4-Chloro-3-methylaniline.
Following these steps, you can verify that the correct compound 'A' aligns with the initial reactant that leads to this product.
Correct structure of compound 'A' (Acyl Chloride)
Thus, the correct answer is the third option, as it matches with the starting acyl chloride structure required for this reaction sequence.
The primary and secondary amines, including several amine derivatives, have a direct impact on their properties due to the presence of hydrogen bonding. The compounds containing phosphorus have a lower boiling point and the compounds containing amines and alcohol have a higher boiling point. The structure of alkanols is immensely similar to that of amine except the presence of the hydroxyl group. In such a case, oxygen has a higher electronegativity than that of nitrogen, so alkanol compounds are more acidic in nature in comparison to the amines.
On account of the ability to form hydrogen bonds, the amines have tendencies of high solubility in water. The amine molecules such as Ethyl, diethyl, triethyl, and Methyl are gaseous in nature. Whereas, higher weight amines have a solid structure and alkyl amines have a liquid structure. There is an ammonia smell to gaseous amines and a fishy smell to liquid amines. The solubility of amines entirely depends upon the number of carbon atoms in the molecule.
