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Related Concept Videos

Preparation and Reactions of Sulfides02:26

Preparation and Reactions of Sulfides

Sulfides are the sulfur analog of ethers, just as thiols are the sulfur analog of alcohol. Like ethers, sulfides also consist of two hydrocarbon groups bonded to the central sulfur atom. Depending upon the type of groups present, sulfides can be symmetrical or asymmetrical. Symmetrical sulfides can be prepared via an SN2 reaction between 2 equivalents of an alkyl halide and one equivalent of sodium sulfide.
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...
Radical Substitution: Allylic Bromination01:27

Radical Substitution: Allylic Bromination

In organic synthesis, the formation of products can be altered by changing the reaction conditions. For example, a dibromo addition product is formed when propene is treated with bromine at room temperature. In contrast, propene undergoes allylic substitution in non-polar solvents at high temperatures to give 3-bromopropene. In order to avoid the addition reaction, the bromine concentration must be kept as low as possible throughout the reaction. This can be achieved using N-bromosuccinimide...
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...
Formation of Halohydrin from Alkenes02:41

Formation of Halohydrin from Alkenes

An alkene, such as propene, reacts with bromine in the presence of water to yield a halohydrin. Halohydrins contain a halogen and a hydroxyl group attached to adjacent carbons. When the halogen is bromine, it is called a bromohydrin, while a chlorohydrin has chlorine as the halogen.
NMR Spectroscopy of Benzene Derivatives01:37

NMR Spectroscopy of Benzene Derivatives

Simple unsubstituted benzene has six aromatic protons, all chemically equivalent. Therefore, benzene exhibits only a singlet peak at δ 7.3 ppm in the 1H NMR spectrum. The observed shift is far downfield because the aromatic ring current strongly deshields the protons. Any substitution on the benzene ring makes the aromatic protons nonequivalent, and the protons split each other. The peak is, therefore, no longer a singlet and the splitting pattern and their associated coupling constants depend...

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Updated: May 20, 2026

Synthesis of Indoxyl-glycosides for Detection of Glycosidase Activities
09:10

Synthesis of Indoxyl-glycosides for Detection of Glycosidase Activities

Published on: May 27, 2015

4-Bromo-acetyl-3-phenyl-sydnone.

Hoong-Kun Fun, Tze Shyang Chia, Nithinchandra

    Acta Crystallographica. Section E, Structure Reports Online
    |July 17, 2012
    PubMed
    Summary

    This study details the crystal structure of a novel 1,2,3-oxadiazole compound. Molecular geometry and intermolecular interactions, including hydrogen bonds and pi-pi stacking, were analyzed to understand its solid-state packing.

    Area of Science:

    • Crystallography
    • Organic Chemistry
    • Materials Science

    Background:

    • 1,2,3-oxadiazole derivatives are important scaffolds in medicinal chemistry.
    • Understanding the solid-state structure of organic molecules is crucial for predicting their properties and designing new materials.

    Purpose of the Study:

    • To determine the crystal structure of 4-bromoacetyl-1,2,3-oxadiazol-3-ylium-5-olate.
    • To analyze the molecular geometry and intermolecular interactions in the crystal.

    Main Methods:

    • Single-crystal X-ray diffraction was used to elucidate the crystal structure.
    • Analysis of bond lengths, bond angles, dihedral angles, and intermolecular contacts was performed.

    Main Results:

    • The 1,2,3-oxadiazole ring and bromo-acetyl group are nearly planar.

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  • Dihedral angles revealed slight twists between the planar groups and the phenyl ring.
  • Molecules form inversion dimers via C-H⋯O hydrogen bonds, creating tape-like structures through further hydrogen bonding.
  • π-π stacking and short intermolecular contacts (O⋯O, C⋯C) were observed.

    • Conclusions:

    • The study provides a detailed structural characterization of the title compound.
    • The observed intermolecular interactions dictate the crystal packing and may influence the compound's physical and chemical properties.