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Related Concept Videos

1° Amines to Diazonium or Aryldiazonium Salts: Diazotization with NaNO2 Mechanism01:37

1° Amines to Diazonium or Aryldiazonium Salts: Diazotization with NaNO2 Mechanism

Nitrous acid is a relatively weak and unstable acid prepared in situ by the reaction of sodium nitrite and cold, dilute hydrochloric acid. In an acidic solution, the nitrous acid undergoes protonation when it loses water to form a nitrosonium ion—an electrophile. Nitrous acid reacts with primary amines to give diazonium salts. The reaction is called diazotization of primary amines.
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...
1° Amines to Diazonium or Aryldiazonium Salts: Diazotization with NaNO2 Overview01:26

1° Amines to Diazonium or Aryldiazonium Salts: Diazotization with NaNO2 Overview

Nitrous acid and nitric acids are two types of acids containing nitrogen, among which nitrous acid is weaker than nitric acid. Nitrous acid with a pKa value of 3.37 ionizes in water to give a nitrite ion and the hydronium ion.
The nitrous acid is unstable. Hence, it is formed in situ from a solution of sodium nitrite and cold aqueous acids such as hydrochloric or sulfuric acid. In an acidic solution, the –OH group of nitrous acid undergoes protonation to give oxonium ion, followed by water loss...
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...
Physical Properties of Amines01:26

Physical Properties of Amines

Amines with low molecular weight are usually gaseous at room temperature, while those with high molecular weight are liquid or solids in nature. Usually, low molecular weight amines have a rotten fish-like smell. Diamines typically have a pungent smell. For instance, cadaverine and putrescine, depicted in Figure 1, are two molecules responsible for decaying tissue.
Preparation of Amides01:29

Preparation of Amides

Amides are synthesized by treating carboxylic acids with amines in the presence of dehydrating agents like dicyclohexylcarbodiimide (DCC).
The DCC-promoted synthesis of amides begins with the protonation of DCC by carboxylic acid. The protonation makes it a better acceptor. Next, the addition of carboxylate to the protonated carbodiimide gives a reactive acylating agent.
Subsequently, the amine acts as a nucleophile that attacks the acylating agent to form a tetrahedral intermediate. In the...

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Constructing Cyclic Peptides Using an On-Tether Sulfonium Center
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Ammonium piperidine-1-carbodithio-ate.

Ana C Mafud1, Maria T P Gambardella

  • 1Instituto de Química de São Carlos, Universidade de São Paulo, Av. Trabalhador Sãocarlense 400, Caixa Postal 780, 13560-970 São Carlos, SP, Brazil.

Acta Crystallographica. Section E, Structure Reports Online
|July 15, 2011
PubMed
Summary

This study details the crystal structure of ammonium piperidine-1-carbodithioate, revealing positional disorder in the anion

Area of Science:

  • Crystallography
  • Materials Science
  • Chemical Physics

Background:

  • Piperidine derivatives are important in various chemical applications.
  • Understanding crystal structures provides insights into material properties.
  • Hydrogen bonding plays a crucial role in molecular assembly.

Purpose of the Study:

  • To elucidate the crystal structure of ammonium piperidine-1-carbodithioate.
  • To characterize the positional and structural disorder within the compound.
  • To investigate the intermolecular interactions, specifically hydrogen bonding, in the crystal lattice.

Main Methods:

  • Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
  • Crystallographic analysis was used to identify atomic positions and disorder.

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  • Hydrogen bond analysis was performed to understand network formation.

    • Main Results:

    • The crystal structure consists of ammonium cations and piperidine-1-carbodithioate anions.
    • Significant positional disorder was observed in the piperidine ring atoms.
    • The compound forms an infinite two-dimensional network through N-H⋯S hydrogen bonds.

    Conclusions:

    • Ammonium piperidine-1-carbodithioate exhibits complex structural disorder.
    • Hydrogen bonding is the primary driving force for the observed 2D network formation.
    • The detailed structural characterization provides a foundation for further studies on related dithiocarbamates.