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Related Concept Videos

Formation of Halohydrin from Alkenes02:41

Formation of Halohydrin from Alkenes

15.4K
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.
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Halogenation of Alkenes02:46

Halogenation of Alkenes

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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.
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Radical Formation: Homolysis00:54

Radical Formation: Homolysis

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A bond is formed between two atoms by sharing two electrons. When this bond is broken by supplying sufficient energy, either two electrons can be taken up by one atom forming ions by the cleavage called heterolysis, or the two electrons are shared by two atoms, with one each creating radicals by the cleavage called homolysis.
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Hybridization of Atomic Orbitals I03:24

Hybridization of Atomic Orbitals I

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The mathematical expression known as the wave function, ψ, contains information about each orbital and the wavelike properties of electrons in an isolated atom. When atoms are bound together in a molecule, the wave functions combine to produce new mathematical descriptions that have different shapes. This process of combining the wave functions for atomic orbitals is called hybridization and is mathematically accomplished by the linear combination of atomic orbitals. The new orbitals that...
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Hydrogen Bonds01:04

Hydrogen Bonds

16.6K
A hydrogen bond is formed when a weakly positive hydrogen atom already bonded to one electronegative atom (for example, the oxygen in the water molecule) is attracted to another electronegative atom from another polar molecule, such as water (H2O), hydrogen fluoride (HF), or ammonia (NH3). The huge electronegativity difference between the H atom (2.1) and the atom to which it is bonded (4.0 for an F atom, 3.5 for an O atom, or 3.0 for an N atom), combined with the very small size of an H atom...
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Hydrogen Bonds00:26

Hydrogen Bonds

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Hydrogen bonds are weak attractions between atoms that have formed other chemical bonds. One of these atoms is electronegative, like oxygen, and has a partial negative charge. The other is a hydrogen atom that has bonded with another electronegative atom and has a partial positive charge.
Hydrogen Bonds Control the World!
Because hydrogen has very weak electronegativity when it binds with a strongly electronegative atom, such as oxygen or nitrogen, electrons in the bond are unequally shared....
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Related Experiment Video

Updated: Apr 20, 2026

From Molecules to Materials: Engineering New Ionic Liquid Crystals Through Halogen Bonding
06:44

From Molecules to Materials: Engineering New Ionic Liquid Crystals Through Halogen Bonding

Published on: March 24, 2018

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Halogen bonding in supramolecular synthesis.

Christer B Aakeröy1, Christine L Spartz

  • 1Department of Chemistry, Kansas State University, Manhattan, KS, 66506, USA.

Topics in Current Chemistry
|December 4, 2014
PubMed
Summary

Halogen bonds enable advanced supramolecular synthesis by allowing multiple components to assemble predictably. This research explores using halogen bonds for designing complex molecular architectures and co-crystals.

Area of Science:

  • Supramolecular Chemistry
  • Crystal Engineering
  • Organic Synthesis

Background:

  • Supramolecular synthesis is often restricted to one-pot reactions due to the reversible nature of non-covalent bonds.
  • Developing methods to control the assembly of multiple components is crucial for advancing supramolecular synthesis.
  • Halogen bonds offer unique properties like strength and directionality, making them promising for supramolecular strategies.

Purpose of the Study:

  • To investigate the potential of halogen bonds as key components in versatile supramolecular synthetic strategies.
  • To explore halogen-bond driven crystal engineering for assembling specific architectures in molecular solids.
  • To examine the utility of halogen bonds in synthesizing co-crystals and their compatibility with hydrogen bonds.

Main Methods:

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  • Detailed description of several halogen-bond driven crystal engineering strategies.
  • Analysis of halogen bond utility in the synthesis of co-crystals.
  • Examination of structural compatibility and competition between halogen and hydrogen bonds in supramolecular synthesis.

Main Results:

  • Demonstration of halogen bonds enabling the assembly of specific architectures in molecular solids.
  • Successful application of halogen bonds in the synthesis of co-crystals.
  • Insights into the interplay between halogen and hydrogen bonds during supramolecular assembly.

Conclusions:

  • Halogen bonds are effective tools for overcoming limitations in supramolecular synthesis, enabling predictable assembly.
  • Crystal engineering strategies driven by halogen bonds facilitate the construction of complex molecular architectures.
  • Understanding halogen- and hydrogen-bond interactions is key to designing advanced supramolecular systems.