Interpretation:
To arrange the given amides in decreasing order of reactivity towards acid-catalyzed hydrolysis reaction.
Concept introduction:
The normal reaction of an amide with water does not give good yield of product. As amides are least reactive carboxylic acid derivatives so to increase the reactivity of amides a mineral acid is added. The addition of acid increases the reactivity of amide by making more electrophilic carbonyl carbon and it also helps in the elimination of amine part from amide via protonating the amine group during reaction and make it a good leaving group.
The reaction of water and amides in presence of acid gives a carboxylic acid as a product. The reaction eqaution is written as,
The reactivity of amide also depends upon the leaving tendency of amine part from acyl group. The weaker the base better will be the leaving group. The basicity of
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- Indicate whether the following statement is true or false. Aliphatic amines are more basic than ammonia, whereas aromatic amines are less basic than ammonia. When amines are reacted with bases, they form ammonium salts. Benzenesulfonyl chloride or p-toluenesulfonylchloride give N-substituted sulfonamides with primary and secondary amines. Derivative of primary amines is insoluble in dilute NaOHarrow_forwardWhat acyl chloride and amine are required to synthesize the following amides?a. N-ethylbutanamide b. N,N-dimethylbenzamidearrow_forwardExplain why the boiling point of propanamide, CH3CH2CONH2, is considerably higher than the boiling point of N,Ndimethylformamide, HCON(CH3)2 (213 °C vs. 153 °C), even though both compounds are isomeric amides.arrow_forward
- What amides will form each amine on treatment with LiAlH4?arrow_forwardRank the following amines in order of basicity from highest to lowest.arrow_forwardIndicate whether the following statement is true or false. Aliphatic amines are more basic than ammonia, whereas aromatic amines are less basic than ammonia.RightFalsearrow_forward
- Predict the major products formed when the following amines undergo exhaustivemethylation, treatment with Ag2O, and heating.N-ethylpiperidinearrow_forwardWhat products are formed when all of the amide and ester bonds are hydrolyzed in each of the following compounds? Tamiu [part (a)] is the trade name of the antiviral agent oseltamivir, thought to be the most effective agent in treating inuenza. Aspartame [part (b)] is the articial sweetener used in Equal and many diet beverages. One of the products ofthis hydrolysis reaction is the amino acid phenylalanine. Infants afflicted with phenylketonuria cannot metabolize this amino acid, so it accumulates, causing mental retardation. When the affliction is identied early, a diet limiting the consumption of phenylalanine (and compounds like aspartame that are converted to it) can make a normal life possible.arrow_forwardWhat products are formed when all of the amide and ester bonds arehydrolyzed in each of the following compounds? Tamiflu [part (a)] is the trade name of the antiviral agent oseltamivir, thought to be the most effective agent in treating influenza. Aspartame [part (b)] is the artificial sweetener used in Equal and many diet beverages. One of the products of this hydrolysis reaction is the amino acid phenylalanine. Infants afflicted with phenylketonuria cannot metabolize this amino acid, so it accumulates, causing mental retardation. When the affliction is identified early, a diet limiting the consumption of phenylalanine (and compounds like aspartame that are converted to it) can make a normal life possible.arrow_forward
