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Related Concept Videos

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

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

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...
Nucleophilic Aromatic Substitution of Aryldiazonium Salts: Aromatic SN101:14

Nucleophilic Aromatic Substitution of Aryldiazonium Salts: Aromatic SN1

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, or cyano...
Alkenes via Reductive Coupling of Aldehydes or Ketones: McMurry Reaction01:22

Alkenes via Reductive Coupling of Aldehydes or Ketones: McMurry Reaction

The radical dimerization of ketones or aldehydes gives vicinal diols through a pinacol coupling reaction. However, the behavior of titanium metals used for the reaction as a source of electrons is unusual. When the reaction is carried out in the presence of titanium, diols can be isolated at low temperatures. Else titanium further reacts with diols, forming alkenes through the McMurry reaction.
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction01:16

[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction

The Diels–Alder reaction is an example of a thermal pericyclic reaction between a conjugated diene and an alkene or alkyne, commonly referred to as a dienophile. The reaction involves a concerted movement of six π electrons, four from the diene and two from the dienophile, forming an unsaturated six-membered ring. As a result, these reactions are classified as [4+2] cycloadditions.
Diels–Alder Reaction Forming Cyclic Products: Stereochemistry01:28

Diels–Alder Reaction Forming Cyclic Products: Stereochemistry

The Diels–Alder reaction is one of the robust methods for synthesizing unsaturated six-membered rings. The reaction involves a concerted cyclic movement of six π electrons: four π electrons from the diene and two π electrons from the dienophile.
Nucleophilic Aromatic Substitution: Addition–Elimination (SNAr)01:30

Nucleophilic Aromatic Substitution: Addition–Elimination (SNAr)

Nucleophilic substitution in aromatic compounds is feasible in substrates bearing strong electron-withdrawing substituents positioned ortho or para to the leaving group. The reaction proceeds via two steps: the addition of the nucleophile and the elimination of the leaving group.
The reaction begins with an attack of the nucleophile on the carbon that holds the leaving group. This results in the delocalization of the π electrons over the ring carbons. The resonance interaction between the...

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An interpretation of the Sandmeyer reaction; the formation of complex salts between aryl diazonoum chlorides and ferric chloride of general formula, R.N.2} FeCl4, and the decomposition of p-nitrobenzenediazonium chloride by ferrous salts.

Journal of the Chemical Society·2010
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The preparation of some 2:3-naphthalene derivatives.

Journal of the Chemical Society·2010
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A general method for the preparation of solid aryldiazonium sulphates.

Journal of the Chemical Society·2010
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The replacement of the diazonium by the nitro-group; decompositions involving neutral solutions of diazonium salts, with facile preparations of o- and p-dinitrobenzene.

Journal of the Chemical Society·1948
Same author

The preparation of 4:4-diamino- and 4:4-dihydroxy-2:2-dinaphthyl.

Journal of the Chemical Society·1948
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The structures of Hantzsch's isomeric diazocyanides; a reaffirmation of the structural as opposed to the geometrical viewpoint, with a critical review of the properties of the alleged cis-azobenzene.

Journal of the Chemical Society·1948

Related Experiment Video

Updated: Jun 14, 2026

A Scalable Balz-Schiemann Reaction Protocol in a Continuous Flow Reactor
05:21

A Scalable Balz-Schiemann Reaction Protocol in a Continuous Flow Reactor

Published on: February 10, 2023

The Sandmeyer reaction

H H HODGSON

    Chemical Reviews
    |March 19, 2010
    PubMed
    Summary

    No abstract available in PubMed .

    Keywords:
    SANDMEYER REACTION

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