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

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.
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.
Halogenation of Alkenes02:46

Halogenation of Alkenes

Halogenation is the addition of chlorine or bromine across the double bond in an alkene to yield a vicinal dihalide. The reaction occurs in the presence of inert and non-nucleophilic solvents, such as methylene chloride, chloroform, or carbon tetrachloride.
Consider the bromination of cyclopentene. Molecular bromine is polarized in the proximity of the π electrons of cyclopentene. An electrophilic bromine atom adds across the double bond, forming a cyclic bromonium ion intermediate.
Hydrolysis of Chlorobenzene to Phenol: Dow Process01:10

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...
Structure and Nomenclature of Alcohols and Phenols02:23

Structure and Nomenclature of Alcohols and Phenols

Overview
Alcohols are one of the most important functional groups in organic chemistry. The name of alcohol comes from the hydrocarbon from which it is derived. Alcohols are organic molecules containing the functional hydroxyl or –OH group directly bonded to carbon. Phenols have an OH group directly attached to a benzene ring. While alcohols are colorless, phenol is a white crystalline compound with a characteristic "hospital smell" odor.
As with other organic compounds, alcohols and phenols...
Electrophilic 1,2- and 1,4-Addition of X2 to 1,3-Butadiene01:14

Electrophilic 1,2- and 1,4-Addition of X2 to 1,3-Butadiene

Electrophilic addition of halogens to alkenes proceeds via a cyclic halonium ion to form a 1,2-dihalide or a vicinal dihalide.

You might also read

Related Articles

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

Sort by
Same author

Synthesis of compounds including isoxazoline and pyrazoline units derivatives from norbornadiene and their antibacterial and anti-quorum sensing properties.

Bioorganic chemistry·2026
Same author

Hepatotoxic and nephrotoxic effects of etoxazole in rats: dose-response relationships, oxidative stress mechanisms, and provisional NOAEL/LOAEL estimates.

Toxicology mechanisms and methods·2026
Same author

Effects of Ethanolic Lyophilized and Nanoparticle Extracts of Cilo Wormwood (Artemisia haussknechtii Boiss.) Leaves on Histopathological Findings Antioxidant Defence System and Serum Biomarker Constituents in Diabetic Rats.

Applied biochemistry and biotechnology·2026
Same author

Evaluation of the quality of life among caregivers of cancer patients.

BMJ supportive & palliative care·2026
Same author

Correction: Immunoinformatics-driven multi-epitope vaccine design targeting PSMA, STEAP1, and B7H3 for prostate cancer.

Frontiers in medicine·2026
Same author

Design, Synthesis and Molecular Modeling Studies of Triazole Derivatives as Aromatase İnhibitors.

Chemical biology & drug design·2026

Related Experiment Video

Updated: May 18, 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

2,5-Dibromo-indan-1-ol.

Ismail Celik, Mehmet Akkurt, Makbule Yilmaz

    Acta Crystallographica. Section E, Structure Reports Online
    |September 13, 2012
    PubMed
    Summary

    The crystal structure of a novel dibrominated organic compound reveals a unique envelope conformation of its cyclopentene ring. Molecules form zigzag chains through hydrogen bonding, with additional C-H⋯π interactions observed in the crystal lattice.

    More Related Videos

    Electroactive Polymer Nanoparticles Exhibiting Photothermal Properties
    10:16

    Electroactive Polymer Nanoparticles Exhibiting Photothermal Properties

    Published on: January 8, 2016

    Elucidating the Metabolism of 2,4-Dibromophenol in Plants
    06:54

    Elucidating the Metabolism of 2,4-Dibromophenol in Plants

    Published on: February 10, 2023

    Related Experiment Videos

    Last Updated: May 18, 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

    Electroactive Polymer Nanoparticles Exhibiting Photothermal Properties
    10:16

    Electroactive Polymer Nanoparticles Exhibiting Photothermal Properties

    Published on: January 8, 2016

    Elucidating the Metabolism of 2,4-Dibromophenol in Plants
    06:54

    Elucidating the Metabolism of 2,4-Dibromophenol in Plants

    Published on: February 10, 2023

    Area of Science:

    • Organic Chemistry
    • Crystallography
    • Supramolecular Chemistry

    Background:

    • Understanding molecular conformations and intermolecular interactions is crucial in organic chemistry.
    • Crystal engineering aims to design materials with specific properties based on molecular packing.
    • Hydrogen bonding and C-H⋯π interactions are key non-covalent forces dictating crystal structures.

    Purpose of the Study:

    • To elucidate the crystal structure of the title compound, C(9)H(8)Br(2)O.
    • To characterize the molecular conformation and intermolecular interactions present in the solid state.
    • To investigate the role of hydrogen bonding and C-H⋯π interactions in the crystal packing.

    Main Methods:

    • Single-crystal X-ray diffraction was employed to determine the three-dimensional structure.
    • Conformational analysis was performed on the cyclopentene ring.
    • Intermolecular interactions, including hydrogen bonds and C-H⋯π interactions, were identified and analyzed.

    Main Results:

    • The cyclopentene ring adopts an envelope conformation, with the carbon atom bearing two bromine substituents acting as the flap.
    • Molecules are organized into zigzag chains via strong intermolecular O-H⋯O hydrogen bonds along the [010] direction.
    • A significant C-H⋯π interaction was observed between the benzene ring and a hydrogen atom on the hydroxylated carbon.

    Conclusions:

    • The crystal structure of C(9)H(8)Br(2)O is characterized by a distinct envelope conformation and robust hydrogen bonding.
    • The observed intermolecular interactions, particularly hydrogen bonding and C-H⋯π interactions, play a critical role in directing the self-assembly of molecules in the crystal lattice.
    • This study provides insights into the structure-property relationships of brominated organic compounds and their supramolecular assembly.