Related Experiment Video
Updated: Mar 10, 2026

Construction and Systematical Symmetric Studies of a Series of Supramolecular Clusters with Binary or Ternary Ammonium Triphenylacetates
Published on: February 15, 2016
Crystal structures of two C,N-disubstituted acetamides: 2-(4-chloro-phen-yl)-N-(2-iodo-phen-yl)acetamide and
Badiadka Narayana1, Hemmige S Yathirajan2, Ravindranath Rathore3
1Department of Chemistry, Mangalore University, Mangalagangothri 574 199, India.
Abstract:
In the crystal of 2-(4-chloro-phen-yl)-N-(2-iodo-phen-yl)acetamide, C14H11ClINO, mol-ecules are linked by a combination of N-H⋯O and C-H⋯O hydrogen bonds to form a C(4)C(4)[R21(7)] chain of rings and chains of this type are linked by a combination of C-Cl⋯π(arene) and C-I⋯π(arene) inter-actions to form deeply puckered twofold inter-woven sheets. In the crystal of 2-(4-chloro-phen-yl)-N-(pyrazin-2-yl)acetamide, C12H10ClN3O, mol-ecules are linked into complex sheets by N-H⋯N, C-H⋯N and C-H⋯O hydrogen bonds, and by C-H⋯π(arene) inter-actions.
Related Concept Videos
Structures of Carboxylic Acid Derivatives
Carboxylic acid derivatives contain an acyl group attached to a heteroatom such as chlorine, oxygen, or nitrogen. The carbonyl carbon and oxygen are both sp2-hybridized with an unhybridized p orbital.
The three sp2 orbitals of the carbonyl carbon form three σ bonds, one each with the carbonyl oxygen, the α carbon, and the heteroatom, whereas the other two sp2 orbitals of the carbonyl oxygen are occupied by the lone pairs. Further, the unhybridized p...
Nomenclature of Carboxylic Acid Derivatives: Amides and Nitriles
The IUPAC and common names of amides are derived from the parent carboxylic acid, by replacing the suffix “oic acid” and “ic acid,” respectively, with “amide.” In the following example, the IUPAC name ethanamide is derived from ethanoic acid, and the common name, acetamide, is obtained from acetic acid.
Structure of Amines
Carboxylic Acid Derivatives: Overview
Amides to Carboxylic Acids: Hydrolysis
Acid-catalyzed hydrolysis:
Hydrolysis of amides under acidic conditions yields carboxylic acids. Since the reaction occurs slowly, hydrolysis requires the conditions of heat.
The mechanism begins with the protonation of the carbonyl oxygen by the acid catalyst. The protonation makes the amide carbonyl carbon more...
Nomenclature of Primary Amines

