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While the conjugate acid of an amine has a pK a of about 9.5, the conjugate acid of an amide has a pK a around −0.5. Therefore, compared to amines, amides do not have acid–base properties that are as noticeable in water. This relative lack of basicity is explained by the withdrawing of electrons from the amine by the carbonyl.
The term amide may also refer to amide group, a functional group –C(=O)N= consisting of a carbonyl adjacent to a nitrogen atom. cyclic amide or lactam, a cyclic compound with the amide group –C(=O)N– in the ring. metal amide, an ionic compound ("salt") with the azanide anion H 2 N − (the conjugate base of ammonia) or to a derivative ...
Amides are the members of a group of organic chemical compounds containing nitrogen. Specifically, an amide results from an acid , in which a carbon atom is double bonded to oxygen and also to a hydroxyl group, when the hydroxyl group is replaced by an amine .
These reactions proceed via the intermediacy of amides. The intramolecular reaction of a carboxylic acid with an amide is far faster than the intermolecular reaction, which is rarely observed. They may also be produced via the oxidation of amides, particularly when starting from lactams. [6] R(CO)NHCH 2 R' + 2 [O] → R(CO)N(CO)R' + H 2 O
Amine. In chemistry, amines (/ ə ˈ m iː n, ˈ æ m iː n /, [1] [2] UK also / ˈ eɪ m iː n / [3]) are compounds and functional groups that contain a basic nitrogen atom with a lone pair.Formally, amines are derivatives of ammonia (NH 3 (in which the bond angle between the nitrogen and hydrogen is 107°), wherein one or more hydrogen atoms have been replaced by a substituent such as an ...
Acetamide (systematic name: ethanamide) is an organic compound with the formula CH 3 CONH 2.It is an amide derived from ammonia and acetic acid.It finds some use as a plasticizer and as an industrial solvent. [5]
While nucleophilic acyl substitution reactions can be base-catalyzed, the reaction will not occur if the leaving group is a stronger base than the nucleophile (i.e. the leaving group must have a higher pK a than the nucleophile). Unlike acid-catalyzed processes, both the nucleophile and the leaving group exist as anions under basic conditions.
The term is obscure; derivatives of NH − 2 are almost invariably referred to as amides, [1] [2] [3] despite the fact that amide also refers to the organic functional group – C(=O)−NR 2. The anion NH − 2 is the conjugate base of ammonia, so it is formed by the self-ionization of ammonia. It is produced by deprotonation of ammonia ...