Jove
Visualize
Contact Us
JoVE
x logofacebook logolinkedin logoyoutube logo
ABOUT JoVE
OverviewLeadershipBlogJoVE Help Center
AUTHORS
Publishing ProcessEditorial BoardScope & PoliciesPeer ReviewFAQSubmit
LIBRARIANS
TestimonialsSubscriptionsAccessResourcesLibrary Advisory BoardFAQ
RESEARCH
JoVE JournalMethods CollectionsJoVE Encyclopedia of ExperimentsArchive
EDUCATION
JoVE CoreJoVE BusinessJoVE Science EducationJoVE Lab ManualFaculty Resource CenterFaculty Site
Terms & Conditions of Use
Privacy Policy
Policies

Related Concept Videos

[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.
Aldehydes and Ketones with HCN: Cyanohydrin Formation Overview01:32

Aldehydes and Ketones with HCN: Cyanohydrin Formation Overview

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 mixture.
Preparation of Diols and Pinacol Rearrangement01:57

Preparation of Diols and Pinacol Rearrangement

Compounds bearing two hydroxyl groups are known as diols. When the hydroxyl groups are located on adjacent carbon atoms, the diols are called vicinal diols or glycols. Under acidic conditions, vicinal diols undergo a specific reaction called pinacol rearrangement.
The reaction begins with transferring a proton from the acid catalyst to one of the hydroxyl groups, producing an oxonium ion.
Aldehydes and Ketones with Water: Hydrate Formation01:20

Aldehydes and Ketones with Water: Hydrate Formation

An oxygen-based nucleophile, like water, can undergo addition reactions with aldehydes and ketones. The reaction leads to the formation of hydrates, also referred to as 1,1-diols or geminal diols.
The formation of hydrates is a reversible reaction. Hydrate formation is influenced by steric and electronic factors accompanying the alkyl substituents on the carbonyl group: The rate of hydrate formation increases with a decrease in the number of alkyl groups attached to the carbonyl carbon. Hence,...
Structure of Conjugated Dienes01:16

Structure of Conjugated Dienes

Introduction
Conjugated dienes are compounds characterized by the presence of alternating double and single bonds. In a conjugated system like 1,3-butadiene, the unhybridized 2p orbital on each carbon overlaps continuously, allowing the π electrons to be delocalized across the entire molecule. In contrast, this type of overlap does not occur in cumulated and isolated dienes, such as 2,3-pentadiene and 1,4-pentadiene, respectively. Instead, the π electrons remain localized between the double...
Aldehydes and Ketones with HCN: Cyanohydrin Formation Mechanism01:10

Aldehydes and Ketones with HCN: Cyanohydrin Formation Mechanism

Cyanohydrins are formed when cyanide nucleophiles and carbonyl compounds like aldehydes and ketones react. A strong base, the cyanide ion, catalyzes cyanohydrin formation. The ions are generated from HCN under aqueous conditions. Once the cyanide ions are generated, the first step involves the nucleophilic attack of the cyanide ions on the electrophilic carbonyl carbon. This attack shifts the π electrons from the C=O to the oxygen atom forming the alkoxide ion intermediate. The alkoxide anion...

You might also read

Related Articles

Articles linked to this work by shared authors, journal, and citation graph.

Sort by
Same author

Redox-protonation landscape of indene-annulated perylenes: chemodivergent switching of multistate NIR chromophores.

Chemical science·2026
Same author

Rare-Earth Molecular Cluster Aggregates with Sandglass-like Core Topology as Surrogates for Minor Actinides in Immobilization within Alkaline-Earth Manganites.

Inorganic chemistry·2025
Same author

Graphene oxide supported oxidovanadium coordination compound as an efficient catalyst for the green oxidation of benzyl alcohol.

Scientific reports·2025
Same author

Chemical CO<sub>2</sub> fixation by a heterogenised Zn(ii)-hydrazone complex.

RSC advances·2025
Same author

Heptannulated Perylene Diimides: Formation and Reactivity of Electron-Deficient Tropylium Cations and Heptafulvenes.

Angewandte Chemie (International ed. in English)·2024
Same author

Pentacosacyclenes: cruciform molecular nanocarbons based on cyclooctatetraene.

Chemical science·2024

Related Experiment Video

Updated: Jul 6, 2026

Synthesis of a Water-soluble Metal&#8211;Organic Complex Array
06:40

Synthesis of a Water-soluble Metal–Organic Complex Array

Published on: October 8, 2016

Dihydroxyacetone (DHA) monomer complexes with CaBr2 and CdCl2.

Katarzyna Rlepokura1, Tadeusz Lis

  • 1Faculty of Chemistry, University of Wrocław, 14 Joliot-Curie Street, 50-383 Wrocław, Poland. slep@eto.wchuwr.pl

Acta Crystallographica. Section C, Crystal Structure Communications
|March 7, 2008
PubMed
Summary

This study describes two new hydrated metal complexes of dihydroxyacetone (DHA). Researchers detailed the crystal structures and bonding of calcium bromide and cadmium chloride DHA complexes.

More Related Videos

Preparation of SNS Cobalt(II) Pincer Model Complexes of Liver Alcohol Dehydrogenase
06:31

Preparation of SNS Cobalt(II) Pincer Model Complexes of Liver Alcohol Dehydrogenase

Published on: March 19, 2020

Preparation and In Vitro Characterization of Dendrimer-based Contrast Agents for Magnetic Resonance Imaging
11:27

Preparation and In Vitro Characterization of Dendrimer-based Contrast Agents for Magnetic Resonance Imaging

Published on: December 4, 2016

Related Experiment Videos

Last Updated: Jul 6, 2026

Synthesis of a Water-soluble Metal&#8211;Organic Complex Array
06:40

Synthesis of a Water-soluble Metal–Organic Complex Array

Published on: October 8, 2016

Preparation of SNS Cobalt(II) Pincer Model Complexes of Liver Alcohol Dehydrogenase
06:31

Preparation of SNS Cobalt(II) Pincer Model Complexes of Liver Alcohol Dehydrogenase

Published on: March 19, 2020

Preparation and In Vitro Characterization of Dendrimer-based Contrast Agents for Magnetic Resonance Imaging
11:27

Preparation and In Vitro Characterization of Dendrimer-based Contrast Agents for Magnetic Resonance Imaging

Published on: December 4, 2016

Area of Science:

  • Inorganic Chemistry
  • Crystallography
  • Coordination Chemistry

Background:

  • Dihydroxyacetone (DHA) is the simplest ketose.
  • Metal complexes offer insights into chemical bonding and structure.
  • Hydrated complexes are important in various chemical and biological processes.

Purpose of the Study:

  • To synthesize and characterize novel hydrated complexes of dihydroxyacetone (DHA) with calcium and cadmium.
  • To elucidate the crystal structures and coordination environments of these new metal-DHA complexes.
  • To investigate the role of DHA as a ligand in coordination chemistry.

Main Methods:

  • Single-crystal X-ray diffraction was used to determine the structures of the complexes.
  • Detailed crystallographic analysis was performed to understand the coordination geometry and bonding.
  • Spectroscopic methods may have been employed for characterization (implied).

Main Results:

  • Two hydrated complexes, a calcium bromide and a cadmium chloride DHA complex, were successfully synthesized and structurally characterized.
  • The structures reveal metal ions bridged by DHA molecules, forming centrosymmetric dimers with specific metal-metal distances.
  • DHA acts as a chelating ligand, coordinating through hydroxyl and carbonyl groups, and adopts an extended conformation.
  • Extensive hydrogen-bonding networks involving hydroxyl groups and water molecules stabilize the crystal structures.

Conclusions:

  • The study successfully synthesized and characterized two novel hydrated metal-dihydroxyacetone complexes.
  • The coordination behavior of DHA and its role in stabilizing metal complexes were elucidated.
  • The findings contribute to the understanding of coordination chemistry and crystal engineering involving simple carbohydrates.