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Videos de Conceptos Relacionados

Nucleophilic Aromatic Substitution of Aryldiazonium Salts: Aromatic SN101:14

Nucleophilic Aromatic Substitution of Aryldiazonium Salts: Aromatic SN1

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Treating arylamines with nitrous acid gives aryldiazonium salts that are effective substrates in nucleophilic aromatic substitution reactions. The diazonio group in these salts can be easily displaced by different nucleophiles, yielding a wide variety of substituted benzenes. The leaving group departs as nitrogen gas, and this easy elimination is the driving force for the substitution reaction.
In the Sandmeyer reaction, for example, the diazonio group is replaced by a chloro, bromo,...
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1° Amines to Diazonium or Aryldiazonium Salts: Diazotization with NaNO2 Overview01:26

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

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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...
1.9K
Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions01:20

Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions

2.0K
Arenediazonium substitution reactions occur when the diazonium group is substituted by various functional groups such as halides, hydroxyl, nitrile, etc. For instance, arenediazonium salts react with copper(I) salts of chloride, bromide, or cyanide to form corresponding aryl chlorides, bromides, and nitriles. These reactions are named Sandmeyer reactions. Although the mechanism of this reaction is complicated, as illustrated in Figure 1, they are believed to progress via an aryl copper...
2.0K
Diazonium Group Substitution: –OH and –H01:19

Diazonium Group Substitution: –OH and –H

1.9K
Nitrous acid, a weak acid, is prepared in situ via the reaction of sodium nitrite with a strong acid under cold conditions. This nitrous acid prepared in situ reacts with primary arylamines to form arenediazonium salts. Such reactions are known as diazotization reactions. As shown in Figure 1, the formation of arenediazonium salts begins with the decomposition of nitrous acid in an acidic solution to give nitrosonium ions.
1.9K
Aryldiazonium Salts to Azo Dyes: Diazo Coupling01:11

Aryldiazonium Salts to Azo Dyes: Diazo Coupling

3.2K
The reaction of weakly electrophilic aryldiazonium (also called arenediazonium) salts with highly activated aromatic compounds leads to the formation of products with an —N=N— link, called an azo linkage. This reaction, presented in Figure 1, is known as diazo coupling and occurs without the loss of the nitrogen atoms of the aryldiazonium salt. Highly activated aromatic compounds such as phenols or arylamines favor the diazo coupling reaction. The coupling generally occurs at the...
3.2K
1° Amines to Diazonium or Aryldiazonium Salts: Diazotization with NaNO2 Mechanism01:37

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

3.3K
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.
3.3K

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Salinas energéticas basadas en 3,5-Bis ((dinitrometil) -1,2,4-triazol Monoanio y Dianio: Preparación controlada,

Jiaheng Zhang1, Srinivas Dharavath1, Lauren A Mitchell2

  • 1Department of Chemistry, University of Idaho , Moscow, Idaho 83844-2343, United States.

Journal of the American Chemical Society
|June 9, 2016
PubMed
Resumen

Las nuevas sales energéticas derivadas del 3,5-bis (dinitrometil) -1,2,4-triazol exhiben propiedades de detonación superiores. Estos nuevos compuestos muestran un rendimiento mejorado en comparación con los explosivos actuales como RDX y HMX.

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Área de la Ciencia:

  • Ciencias de los materiales
  • Química

Sus antecedentes:

  • La modificación molecular de los explosivos existentes es una estrategia clave para desarrollar nuevos materiales energéticos.
  • La síntesis de sales energéticas ofrece una vía para ajustar las propiedades de los materiales para aplicaciones específicas.

Objetivo del estudio:

  • Síntesis y caracterización de una nueva familia de sales energéticas basadas en el monoanión y el dianión 3,5-bis (dinitrometil) -1,2,4-triazol.
  • Evaluar las propiedades estructurales, de densidad y de detonación de estas nuevas sales energéticas.

Principales métodos:

  • Síntesis controlada con el 1-diamino-2,2-dinitroeteno como precursor.
  • Determinación de la estructura de los rayos X para los compuestos clave sintetizados.
  • Cálculo de las densidades de los cristales y evaluación energética, incluida la velocidad y la presión de detonación.

Principales resultados:

  • Síntesis exitosa de las sales de monohidrazinio y monoamonio 3,5-bis (dinitrometil) -1,2,4-triazolato.
  • Los datos de rayos X confirmaron las estructuras aniónicas y revelaron extensas interacciones de enlace de hidrógeno en el sistema monoaniónico.
  • Los compuestos 5 y 6 exhibieron altas densidades cristalinas calculadas (1.965 y 1.957 g cm−3).
  • La evaluación energética mostró propiedades de detonación superiores (vD hasta 9271 m s-1, P hasta 41.0 GPa) en comparación con RDX y HMX.

Conclusiones:

  • Las sales energéticas sintetizadas muestran características de rendimiento prometedoras.
  • Estos nuevos materiales representan un avance significativo en el campo del diseño de materiales energéticos.
  • Los hallazgos sugieren el potencial de estos compuestos en aplicaciones que requieren una alta producción de energía.