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Related Concept Videos

EDTA: Chemistry and Properties01:22

EDTA: Chemistry and Properties

Polydentate ligands are most widely used in complexometric titrations because they form more stable complexes with the metal ions than mono- or bidentate ligands due to the chelate effect. Examples of polydentate ligands are ethylenediaminetetraacetic acid (EDTA), crown ethers, and cryptands. The most important feature of optimal polydentate ligands is the ability to form 1:1 complexes in a single-step process. Amino carboxylic acid derivatives are frequently used as complexing agents. EDTA is...
EDTA: Auxiliary Complexing Reagents01:26

EDTA: Auxiliary Complexing Reagents

EDTA titrations are usually carried out in highly basic conditions, where the fully deprotonated form of EDTA, Y4−, actively complexes with the free metal ions in the solution. Several metal ions precipitate as hydrous oxide (hydroxides, oxides, or oxyhydroxides) under these conditions, lowering the concentration of free metal ions in the solution. For this reason, auxiliary complexing agents or ligands such as ammonia, tartrate, citrate, or triethanolamine are used in EDTA titrations to...
Aldehydes and Ketones with Amines: Enamine Formation Mechanism01:14

Aldehydes and Ketones with Amines: Enamine Formation Mechanism

Enamine formation involves the addition of carbonyl compounds to a secondary amine through a series of reactions. The mechanism begins with the generation of carbinolamine, a nucleophilic attack followed by several proton transfer reactions. The hydroxyl group of the carbinolamine is converted into water to make a better leaving group that can push the reaction forward by eliminating a water molecule. In enamine formation, the last step involves the abstraction of a proton from the α carbon to...
Insensitive Nuclei Enhanced by Polarization Transfer (INEPT)01:15

Insensitive Nuclei Enhanced by Polarization Transfer (INEPT)

Insensitive Nuclei Enhanced by Polarization Transfer (INEPT) is an advanced Nuclear Magnetic Resonance (NMR) technique specifically designed to detect and enhance the signals of low-abundance nuclei, such as carbon-13 and nitrogen-15, in small molecules. The fundamental principle behind INEPT is the transfer of polarization from a more abundant and highly polarizable nucleus, typically hydrogen-1, to the low-abundance nucleus of interest. This process effectively boosts the NMR signal of the...
Structure of Amines01:19

Structure of Amines

The hybridized nitrogen atom in amines possesses a lone pair of electrons and is bound to three substituents with a bond angle of around 108°, which is less than the tetrahedral angle of 109.5°. However, the C–N–H bond angle is slightly larger at 112°, with a carbon–nitrogen bond length of 147 pm. This carbon–nitrogen bond length of of amines is longer than the carbon–oxygen bond of alcohols (143 pm) but shorter than alkanes’ carbon–carbon bond (154 pm). These aspects are illustrated in Figure...
Complexation Equilibria: The Chelate Effect01:19

Complexation Equilibria: The Chelate Effect

In complexation reactions, metal atoms or cations interact with ligands to form donor-acceptor adducts called metal complexes. Ligands that bind through one donor site are monodentate, ligands with two donor sites are bidentate, and those with more than two donor sites are polydentate ligands. For example, ethylene diamine is a bidentate ligand that binds through two nitrogen donor atoms, forming a five-membered ring. EDTA is a polydentate ligand that binds through four oxygen and two nitrogen...

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Related Experiment Video

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Formulation of Diblock Polymeric Nanoparticles through Nanoprecipitation Technique
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Published on: September 20, 2011

Ethyl-enediaminium dinicotinate.

Liang Zhao1, Li-Ping Feng

  • 1Department of Chemical & Environmental Engineering, Anyang Institute of Technology, Anyang 455000, People's Republic of China.

Acta Crystallographica. Section E, Structure Reports Online
|August 13, 2011
PubMed
Summary

This study details the crystal structure of ethylenediaminium nicotinate, revealing a 3D network formed by hydrogen bonds. Pi-pi interactions between pyridine rings further stabilize this unique crystal structure.

Area of Science:

  • Crystal Chemistry
  • Supramolecular Chemistry
  • Materials Science

Background:

  • Understanding the self-assembly of organic salts is crucial for designing new materials.
  • Hydrogen bonding and pi-pi interactions are key non-covalent forces governing crystal packing.

Purpose of the Study:

  • To elucidate the crystal structure of ethylenediaminium nicotinate.
  • To investigate the role of hydrogen bonding and pi-pi interactions in stabilizing the crystal lattice.

Main Methods:

  • Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
  • Analysis of intermolecular interactions, including hydrogen bonds and pi-pi stacking, was performed.

Main Results:

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  • The crystal structure consists of ethylenediaminium cations and nicotinate anions.
  • A three-dimensional network is formed through extensive N-H···O and N-H···N hydrogen bonds.
  • Pi-pi interactions between pyridine rings (centroid-centroid distance = 3.6037 Å) contribute to structural stability.
  • Conclusions:

    • Ethylenediaminium nicotinate forms a robust 3D supramolecular architecture stabilized by a combination of hydrogen bonding and pi-pi interactions.
    • The findings provide insights into the structure-property relationships of organic salts.