Search research articles

ABOUT JoVE

Overview Leadership Blog JoVE Help Center

AUTHORS

Publishing Process Editorial Board Scope & Policies Peer Review FAQ Submit

LIBRARIANS

Testimonials Subscriptions Access Resources Library Advisory Board FAQ

RESEARCH

JoVE Journal Methods Collections JoVE Encyclopedia of Experiments Archive

EDUCATION

JoVE Core JoVE Business JoVE Science Education JoVE Lab Manual Faculty Resource Center Faculty Site

Terms & Conditions of Use

Related Concept Videos

Hydrolysis of Chlorobenzene to Phenol: Dow Process

Hydrolysis of Chlorobenzene to Phenol: Dow Process

Simple aryl halides do not react with nucleophiles under normal conditions. However, the reaction can proceed under drastic conditions involving high temperatures and high pressure to give the substituted products. For example, chlorobenzene is converted to phenol using aqueous sodium hydroxide at 350 °C under high pressure by the Dow process. The reaction follows an elimination-addition mechanism involving a benzyne intermediate. Here, the chloride ion is eliminated to generate the benzyne...

Carboxylic Acids to Acid Chlorides

Carboxylic Acids to Acid Chlorides

Carboxylic acids react with SOCl2 or PCl5 to form acid chlorides. Amongst the carboxylic acid derivatives, acid chlorides are the most reactive and synthetically important derivatives. They are useful reagents for Friedel–Crafts acylation of some aromatic compounds.

Preparation and Reactions of Thiols

Preparation and Reactions of Thiols

Thiols are prepared using the hydrosulfide anion as a nucleophile in a nucleophilic substitution reaction with alkyl halides. For instance, bromobutane reacts with sodium hydrosulfide to give butanethiol.

Preparation and Reactions of Sulfides

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.

Hybridization of Atomic Orbitals II

Hybridization of Atomic Orbitals II

sp3d and sp3d 2 Hybridization

Predicting Molecular Geometry

Predicting Molecular Geometry

VSEPR Theory for Determination of Electron Pair Geometries

You might also read

Related Articles

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

Sort by

Same author

Erratum to: Fungal oxalic acid inhibits the deamidation of CERK1 ectodomain to dampen chitin-triggered plant immunity.

Science China. Life sciences·2026

Same author

Redesign to Mechanism: Interpretable AI Reveals Determinants of Protein Hydrate Binding.

The journal of physical chemistry letters·2026

Same author

Interpretable Prediction of Mortality Risk in Elderly Patients With Type 2 Diabetes Mellitus and Cerebral Infarction Based on the Medical Information Mart for Intensive Care-Ⅳ Database.

Zhongguo yi xue ke xue yuan xue bao. Acta Academiae Medicinae Sinicae·2026

Same author

Carotid plaque number and length as predictors of coronary heart disease in patients with early-stage chronic kidney disease.

Frontiers in cardiovascular medicine·2026

Same author

A defense-inducible bidirectional promoter enables disease-resistance engineering in Arabidopsis without growth trade-offs.

Plant physiology·2026

Same author

Entropy-Enabled Site Inversion and Defect Activation in Medium-Entropy Spinels for Near-Black Infrared Emission.

Advanced materials (Deerfield Beach, Fla.)·2026

Search research articles

Related Experiment Video

Updated: May 26, 2026

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

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

Published on: November 22, 2016

Diphenyl chloro-thio-phospho-nate.

Yan-Fei Zhang¹, Pei-Hua Zhao, Jun-Jie Liu

¹Research Center for Engineering Technology of Polymeric Composites of Shanxi Province, School of Materials Science and Engineering, North University of China, Taiyuan 030051, People's Republic of China.

Acta Crystallographica. Section E, Structure Reports Online

|January 6, 2012

Summary

This study details the molecular structure of C(12)H(10)ClO(2)PS, revealing its formation via crystallographic mirror symmetry. Key findings include a distorted PO(2)SCl tetrahedron and absent directional intermolecular interactions in crystal packing.

More Related Videos

Chemical Triphosphorylation of Oligonucleotides

Chemical Triphosphorylation of Oligonucleotides

Published on: June 2, 2022

Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-(phosphinetriyl)tripiperidine]}palladium Under Mild Reaction Conditions

Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-(phosphinetriyl)tripiperidine]}palladium Under Mild Reaction Conditions

Published on: March 20, 2014

Related Experiment Videos

Last Updated: May 26, 2026

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

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

Published on: November 22, 2016

Chemical Triphosphorylation of Oligonucleotides

Chemical Triphosphorylation of Oligonucleotides

Published on: June 2, 2022

Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-(phosphinetriyl)tripiperidine]}palladium Under Mild Reaction Conditions

Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-(phosphinetriyl)tripiperidine]}palladium Under Mild Reaction Conditions

Published on: March 20, 2014

Area of Science:

Crystallography
Molecular Chemistry
Solid-state Chemistry

Background:

Understanding the precise three-dimensional arrangement of atoms in molecules is fundamental to chemistry.
Crystal structure analysis provides critical insights into molecular geometry and intermolecular forces.
Symmetry operations, such as mirror symmetry, play a key role in defining molecular and crystal structures.

Purpose of the Study:

To elucidate the complete molecular structure of the title compound, C(12)H(10)ClO(2)PS.
To analyze the geometry of the PO(2)SCl tetrahedron within the molecule.
To investigate the nature of crystal packing and intermolecular interactions.

Main Methods:

Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
Crystallographic symmetry, specifically mirror symmetry, was utilized to generate the complete molecule.
Geometric parameters, including bond angles, were analyzed to describe the tetrahedral core.

Main Results:

The complete molecule of C(12)H(10)ClO(2)PS is generated through crystallographic mirror symmetry.
The phosphorus, sulfur, and chlorine atoms are situated on the mirror plane.
A significant distortion was observed in the PO(2)SCl tetrahedron, with an O-P-O angle of 96.79(9)°.
The crystal packing analysis revealed a lack of directional intermolecular interactions.

Conclusions:

The title compound C(12)H(10)ClO(2)PS exhibits unique structural features dictated by crystallographic mirror symmetry.
The distorted tetrahedral geometry around the central phosphorus atom is a notable characteristic.
The absence of directional interactions suggests weak intermolecular forces influencing the crystal packing.