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

Acidity and Basicity of Alcohols and Phenols02:36

Acidity and Basicity of Alcohols and Phenols

Like water, alcohols are weak acids and bases. This is attributed to the polarization of the O–H bond making the hydrogen partially positive. Moreover, the electron pairs on the oxygen atom of alcohol make it both basic and nucleophilic. Protonation of an alcohol converts hydroxide, a poor leaving group, into water—a good one. The two acid–base equilibria corresponding to ethanol are depicted below.
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.
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...
Protection of Alcohols02:31

Protection of Alcohols

This lesson delves into the concept of protection and deprotection of a functional group fundamental to synthetic organic chemistry. These phenomena are explained in the context of aliphatic and aromatic alcohols.
Protection
It defines a protecting group as the masking agent to make the more reactive species inert to a given set of conditions. This concept is depicted via the illustration of liquid flow through different outlets in an assembly of pipes. The analogy helps to understand the role...
Regioselectivity of Electrophilic Additions-Peroxide Effect02:35

Regioselectivity of Electrophilic Additions-Peroxide Effect

In the presence of organic peroxides, the addition of hydrogen bromide to an alkene yields the isomer that is not predicted by Markovnikov’s rule. For example, the addition of hydrogen bromide to 2-methylpropene in the presence of peroxides gives 1-bromo-2-methylpropane. This addition reaction proceeds via a free radical mechanism, which reverses the regioselectivity. The free radical reaction mechanism involves three stages: initiation, propagation, and termination.
Naming Enantiomers02:21

Naming Enantiomers

The naming of enantiomers employs the Cahn–Ingold–Prelog rules that involve assigning priorities to different substituent groups at a chiral center. Each enantiomer, being a distinct molecule, is assigned a unique name by the Cahn–Ingold–Prelog (CIP) rules, also called the R–S system. The prefix R- or S- attached to the chiral centers in an enantiomer is dependent on the spatial arrangement of the four substituents on the chiral center. The R–S system essentially comprises three steps:...

You might also read

Related Articles

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

Sort by
Same author

3D potassium energetic metal-organic framework enables safer lead-free primary energetic materials with positive oxygen balance.

Materials horizons·2026
Same author

Nitroimine-encoded conformational locking: a molecular switch for planarity and stability.

Materials horizons·2026
Same author

Synthesis, characterization, DFT calculations, and crystal structure of [Ru<sub>2</sub>(O<sub>2</sub>CCF<sub>3</sub>)<sub>2</sub>(CO)<sub>4</sub> <i>L</i> <sub>2</sub>]: tri-fluoro-acetate-bridged dimeric ruthenium(I) sawhorse complexes bearing phosphine ligands.

Acta crystallographica. Section E, Crystallographic communications·2026
Same author

Topological Control of Dual Protonic-Electronic Conduction in Metal-Organic Frameworks.

Journal of the American Chemical Society·2026
Same author

Thermally driven tetrazine-to-triazole ring contraction mediated by hydroxylammonium cations.

Materials horizons·2026
Same author

Potassium trinitromethyl tetrazole (TNMT-K): a new member of the primary explosive family.

Materials horizons·2026

Related Experiment Video

Updated: Jun 5, 2026

A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species
08:12

A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species

Published on: August 16, 2018

(S)-(+)-1-(2-Bromo-phen-yl)ethanol.

Richard J Staples1, Jonathan W Medley

  • 1Harvard University, Department of Chemistry and Chemical Biology, Cambridge, MA 02138, USA.

Acta Crystallographica. Section E, Structure Reports Online
|January 5, 2011
PubMed
Summary

This study details the crystal structure of a bromine-containing organic compound, C(8)H(9)BrO. Its molecular arrangement features hydrogen bonding that forms unique zigzag chains within the crystal lattice.

Area of Science:

  • Crystallography
  • Organic Chemistry
  • Supramolecular Chemistry

Background:

  • Understanding the solid-state structure of organic compounds is crucial for predicting their physical and chemical properties.
  • Hydrogen bonding plays a significant role in molecular self-assembly and the formation of extended structures.
  • The specific compound C(8)H(9)BrO has not been previously characterized in detail.

Purpose of the Study:

  • To determine the crystal structure of the title compound, C(8)H(9)BrO.
  • To investigate the intermolecular interactions, specifically hydrogen bonding, present in the crystal lattice.
  • To analyze the resulting supramolecular architecture.

Main Methods:

  • Single-crystal X-ray diffraction was employed to collect diffraction data.

More Related Videos

Preparation of Contiguous Bisaziridines for Regioselective Ring-Opening Reactions
04:38

Preparation of Contiguous Bisaziridines for Regioselective Ring-Opening Reactions

Published on: July 28, 2022

Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
11:45

Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles

Published on: August 22, 2018

Related Experiment Videos

Last Updated: Jun 5, 2026

A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species
08:12

A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species

Published on: August 16, 2018

Preparation of Contiguous Bisaziridines for Regioselective Ring-Opening Reactions
04:38

Preparation of Contiguous Bisaziridines for Regioselective Ring-Opening Reactions

Published on: July 28, 2022

Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
11:45

Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles

Published on: August 22, 2018

  • The crystal structure was solved and refined using standard crystallographic software.
  • Analysis of hydrogen bonding and crystal packing was performed.

    • Main Results:

    • The title compound, C(8)H(9)BrO, crystallizes in a unit cell containing two molecules in the asymmetric unit.
    • O-H⋯O hydrogen bonds were identified as the primary intermolecular interaction.
    • These hydrogen bonds link the molecules into zigzag chains that propagate along the [100] direction, guided by a screw axis.

    Conclusions:

    • The crystal structure of C(8)H(9)BrO has been successfully elucidated.
    • The observed hydrogen bonding pattern dictates the formation of one-dimensional zigzag chains.
    • This structural information provides a foundation for further studies on the compound's reactivity and properties.