Related Experiment Video
Updated: Jul 6, 2026

Preparation of Carbon Nanosheets at Room Temperature
Published on: March 8, 2016
Hydrogen-bonded sheet structures in neutral, anionic and hydrated 6-amino-2-(morpholin-4-yl)-5-nitrosopyrimidines
Fabían Orozco1, Braulio Insuasty, John N Low
1Departamento de Química, Universidad de Valle, AA 25360 Cali, Colombia.
Abstract:
In each of 6-amino-3-methyl-2-(morpholin-4-yl)-5-nitrosopyrimidin-4(3H)-one, C(9)H(13)N(5)O(3), (I), morpholin-4-ium 4-amino-2-(morpholin-4-yl)-5-nitroso-6-oxo-1,6-dihydropyrimidin-1-ide, C(4)H(10)NO(+) x C(8)H(10)N(5)O(3)(-), (II), and 6-amino-2-(morpholin-4-yl)-5-nitrosopyrimidin-4(3H)-one hemihydrate, C(8)H(11)N(5)O(3) x 0.5 H(2)O, (III), the bond distances within the pyrimidine components are consistent with significant electronic polarization, which is most marked in (II) and least marked in (I). Despite the high level of substitution, the pyrimidine rings are all effectively planar, and in each of the pyrimidine components, there are intramolecular N-H...O hydrogen bonds. In each compound, the organic components are linked by multiple N-H...O hydrogen bonds to form sheets of widely differing construction, and in compound (III) adjacent sheets are linked by the water molecules, so forming a three-dimensional hydrogen-bonded framework. This study also contains the first direct geometric comparison between the electronic polarization in a neutral aminonitrosopyrimidine and that in its ring-deprotonated conjugate anion in a metal-free environment.
More Related Videos
06:35Construction and Systematical Symmetric Studies of a Series of Supramolecular Clusters with Binary or Ternary Ammonium Triphenylacetates
Published on: February 15, 2016
09:22Self-assembling Morphologies Obtained from Helical Polycarbodiimide Copolymers and Their Triazole Derivatives
Published on: February 7, 2017
Related Concept Videos
Structure of Amines
Hydrogen Bonds
Hydrogen Bonds
Nucleic Acid Structure
DNA Structure
DNA has a double-helix structure. The...
Basicity of Heterocyclic Aromatic Amines
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...