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Related Concept Videos

Preparation of Nitriles01:12

Preparation of Nitriles

2.2K
One of the common methods to prepare nitriles is the dehydration of amides. This method requires strong dehydrating agents like phosphorous pentoxide or boiling acetic anhydride for converting amides to nitriles. Another reagent namely, thionyl chloride also accomplishes the dehydration of amides, where amide acts as a nucleophile. The first step of the mechanism involves the nucleophilic attack by the amide on the thionyl chloride to form an intermediate. In the next step, the electron pairs...
2.2K
Nomenclature of Carboxylic Acid Derivatives: Amides and Nitriles01:11

Nomenclature of Carboxylic Acid Derivatives: Amides and Nitriles

4.2K
Naming Amides
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.
4.2K
Structures of Carboxylic Acid Derivatives01:28

Structures of Carboxylic Acid Derivatives

2.8K
Structure 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...
2.8K
β-Dicarbonyl Compounds via Crossed Claisen Condensations01:18

β-Dicarbonyl Compounds via Crossed Claisen Condensations

3.3K
Crossed Claisen condensations are base-promoted reactions between two different ester molecules producing β-dicarbonyl compounds.  The reaction involving esters, with both containing α hydrogen, results in a mixture of four different products that are difficult to isolate. This reduces the synthetic utility of the reaction.
3.3K
Aldehydes and Ketones with HCN: Cyanohydrin Formation Overview01:32

Aldehydes and Ketones with HCN: Cyanohydrin Formation Overview

2.9K
Cyanohydrins are compounds that contain –CN and –OH groups on the same carbon atom. They are formed by the nucleophilic addition of the cyanide ions to the carbonyl group. Cyanide ions are highly basic and nucleophilic and can be generated from HCN under aqueous conditions. However, since HCN is a weak acid, the number of cyanide ions generated is very small. Hence, a small amount of base or KCN/NaCN is added to HCN to increase the concentration of the cyanide ions in the reaction...
2.9K
2° Amines to N-Nitrosamines: Reaction with NaNO201:20

2° Amines to N-Nitrosamines: Reaction with NaNO2

4.5K
Secondary amines react with nitrous acid to form N-nitrosamines, as depicted in Figure 1. Nitrous acid, a weak and unstable acid, is formed in situ from an aqueous solution of sodium nitrite and strong acids, such as hydrochloric acid or sulfuric acid, in cold conditions. In the presence of an acid, the nitrous acid gets protonated. The subsequent loss of water results in the formation of the electrophile known as nitrosonium ion.
4.5K

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1,3-Thia-zole-4-carbo-nitrile.

Martin J G Fait1, Anke Spannenberg1, Evgenii V Kondratenko1

  • 1Leibniz-Institut für Katalyse e. V., Albert-Einstein-Str. 29a, 18059 Rostock, Germany.

Iucrdata
|November 7, 2022
PubMed
Summary

This study describes a novel 1,3-thiazole compound featuring a nitrile group. Crystal analysis reveals specific hydrogen bonding and π-π stacking interactions in its solid-state structure.

Keywords:
crystal structurehydrogen bondingnitrile groupthia­zoleπ–π stacking inter­action

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Area of Science:

  • Organic Chemistry
  • Crystallography
  • Supramolecular Chemistry

Background:

  • 1,3-thiazole derivatives are important scaffolds in medicinal chemistry and materials science.
  • Nitrile groups can influence molecular properties and intermolecular interactions.
  • Understanding crystal packing is crucial for predicting solid-state behavior and material properties.

Purpose of the Study:

  • To synthesize and characterize a novel 4-substituted 1,3-thiazole compound.
  • To investigate the crystal structure and intermolecular interactions of the title compound.
  • To elucidate the role of hydrogen bonding and π-π stacking in the compound's solid-state assembly.

Main Methods:

  • Synthesis of the 1,3-thiazole derivative.
  • Single-crystal X-ray diffraction analysis.
  • Analysis of intermolecular interactions (hydrogen bonding, π-π stacking).

Main Results:

  • The title compound, C4H2N2S, was successfully synthesized and characterized.
  • Single-crystal X-ray diffraction revealed the molecular structure and crystal packing.
  • Key intermolecular interactions, including C-H⋯N hydrogen bonds and aromatic π-π stacking, were identified and analyzed.

Conclusions:

  • The synthesized 1,3-thiazole compound exhibits specific intermolecular interactions in the solid state.
  • Hydrogen bonding and π-π stacking play significant roles in organizing the crystal lattice.
  • The findings provide insights into the structure-property relationships of nitrile-substituted thiazoles.