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

Weak Acid Solutions04:02

Weak Acid Solutions

Few compounds act as strong acids. A far greater number of compounds behave as weak acids and only partially react with water, leaving a large majority of dissolved molecules in their original form and generating a relatively small amount of hydronium ions. Weak acids are commonly encountered in nature, being the substances partly responsible for the tangy taste of citrus fruits, the stinging sensation of insect bites, and the unpleasant smells associated with body odor. A familiar example of a...
Aldehydes and Ketones to Alkenes: Wittig Reaction Mechanism01:14

Aldehydes and Ketones to Alkenes: Wittig Reaction Mechanism

The Wittig reaction, which converts aldehydes or ketones to alkenes using phosphorus ylides, proceeds through a nucleophilic addition‒elimination process.
The reaction begins with the nucleophilic addition between a phosphorus ylide and the carbonyl compound. Due to its carbanionic character, phosphorus ylide acts as a strong nucleophile and attacks the electrophilic carbonyl group. This generates a charge-separated dipolar intermediate called betaine. The negatively charged oxygen atom and...
Molecular and Ionic Solids02:54

Molecular and Ionic Solids

Crystalline solids are divided into four types: molecular, ionic, metallic, and covalent network based on the type of constituent units and their interparticle interactions.
Molecular Solids
Molecular crystalline solids, such as ice, sucrose (table sugar), and iodine, are solids that are composed of neutral molecules as their constituent units. These molecules are held together by weak intermolecular forces such as London dispersion forces, dipole-dipole interactions, or hydrogen bonds, which...
Ionic Bonding and Electron Transfer02:48

Ionic Bonding and Electron Transfer

Ions are atoms or molecules bearing an electrical charge. A cation (a positive ion) forms when a neutral atom loses one or more electrons from its valence shell, and an anion (a negative ion) forms when a neutral atom gains one or more electrons in its valence shell. Compounds composed of ions are called ionic compounds (or salts), and their constituent ions are held together by ionic bonds: electrostatic forces of attraction between oppositely charged cations and anions.
Predicting Molecular Geometry02:27

Predicting Molecular Geometry

VSEPR Theory for Determination of Electron Pair Geometries
Aldehydes and Ketones to Alkenes: Wittig Reaction Overview01:19

Aldehydes and Ketones to Alkenes: Wittig Reaction Overview

The Wittig reaction is the conversion of carbonyl compounds-aldehydes and ketones-to alkenes using phosphorus ylides, or the Wittig reagent. The reaction was pioneered by Prof. Georg Wittig, for which he was awarded the Nobel Prize in Chemistry.

You might also read

Related Articles

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

Sort by
Same author

Retinal hyper-reflective foci link retinal and cortical pathology in paediatric multiple sclerosis.

Brain : a journal of neurology·2026
Same author

Guidance for the Diagnosis and Treatment of Rare Embryonal and Sarcomatous Brain Tumors-a Report from the Central Nervous System-International Registry for Rare Embryonal and Sarcomatous Tumors German Society of Pediatric Oncology and Hematology Study Group.

Klinische Padiatrie·2026
Same author

Genetic and Congenital Cytomegalovirus-Related Hearing Loss in Children: Volumetric MRI Analysis of Auditory and Visual Cortices.

AJNR. American journal of neuroradiology·2026
Same author

Something germane about germanium: facile access to Ge<sub>10</sub> adamantane.

Chemical communications (Cambridge, England)·2026
Same author

Polarity on Demand: Nucleophilic, Electrophilic, and Ambiphilic Reactivity at a 9,10-Dihydro-9,10-Disilaanthracene Platform.

Chemistry (Weinheim an der Bergstrasse, Germany)·2026
Same author

Digital PCR as a potential reference measurement procedure to support monkeypox virus/Orthopoxvirus external quality assessment schemes.

Methods (San Diego, Calif.)·2026

Related Experiment Video

Updated: Jun 11, 2026

Preparation and Reactivity of a Triphosphenium Bromide Salt: A Convenient and Stable Source of Phosphorus(I)
08:46

Preparation and Reactivity of a Triphosphenium Bromide Salt: A Convenient and Stable Source of Phosphorus(I)

Published on: November 22, 2016

Solvent-free mesityllithium: solid-state structure and its reactivity towards white phosphorus.

Alexander Hübner1, Thomas Bernert, Inge Sänger

  • 1Institut für Anorganische Chemie, Goethe-Universität, Max-von-Laue-Str. 7, D-60438, Frankfurt, Germany.

Dalton Transactions (Cambridge, England : 2003)
|July 9, 2010
PubMed
Summary

Donor-free mesityllithium forms polymeric chains in the solid state. This organolithium compound reacts with tin and phosphorus reagents, yielding stannylated mesitylene and a novel tetraphosphide, respectively.

More Related Videos

1,3,5-Triphenylbenzene and Corannulene as Electron Receptors for Lithium Solvated Electron Solutions
06:56

1,3,5-Triphenylbenzene and Corannulene as Electron Receptors for Lithium Solvated Electron Solutions

Published on: October 10, 2016

Solid-state Graft Copolymer Electrolytes for Lithium Battery Applications
05:33

Solid-state Graft Copolymer Electrolytes for Lithium Battery Applications

Published on: August 12, 2013

Related Experiment Videos

Last Updated: Jun 11, 2026

Preparation and Reactivity of a Triphosphenium Bromide Salt: A Convenient and Stable Source of Phosphorus(I)
08:46

Preparation and Reactivity of a Triphosphenium Bromide Salt: A Convenient and Stable Source of Phosphorus(I)

Published on: November 22, 2016

1,3,5-Triphenylbenzene and Corannulene as Electron Receptors for Lithium Solvated Electron Solutions
06:56

1,3,5-Triphenylbenzene and Corannulene as Electron Receptors for Lithium Solvated Electron Solutions

Published on: October 10, 2016

Solid-state Graft Copolymer Electrolytes for Lithium Battery Applications
05:33

Solid-state Graft Copolymer Electrolytes for Lithium Battery Applications

Published on: August 12, 2013

Area of Science:

  • Organometallic Chemistry
  • Solid-State Chemistry
  • Inorganic Synthesis

Background:

  • Donor-free organolithium compounds are crucial synthetic intermediates.
  • Understanding the structural and reactive properties of mesityllithium is important for developing new synthetic methodologies.

Purpose of the Study:

  • To synthesize and characterize donor-free mesityllithium.
  • To investigate the solid-state structure and reactivity of mesityllithium with electrophilic reagents.
  • To explore the formation of novel organometallic compounds.

Main Methods:

  • Synthesis of mesityllithium from mesityl bromide and n-butyllithium.
  • X-ray powder diffraction for solid-state structure determination.
  • X-ray crystallography for analyzing reaction products.

Main Results:

  • Donor-free mesityllithium forms polymeric chains in the solid state with short Li-C contacts.
  • Reaction with trimethyltin chloride yields stannylated mesitylene.
  • Reaction with white phosphorus produces a tetraphosphide compound, Li(3)P(4)Mes(3).

Conclusions:

  • The structural characterization reveals unique polymeric arrangements in donor-free mesityllithium.
  • The reactivity studies demonstrate the utility of mesityllithium in forming new organometallic and inorganic compounds.
  • The synthesis of the tetraphosphide highlights new avenues in phosphorus chemistry.