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

Physical Properties of Alkanes02:33

Physical Properties of Alkanes

Alkanes are nonpolar molecules due to the presence of only carbon and hydrogen atoms. The electronegativity difference between carbon and hydrogen is minimal, and hence alkanes have a zero dipole moment. This leads to the presence of only dispersion forces between the molecules. The strength of dispersion forces is dependent on the surface area of the molecules on which they act. Since the surface area increases with the molecular length for straight-chain alkanes, the dispersion forces also...
Conformations of Butane02:20

Conformations of Butane

Unlike ethane and propane that have only two major conformations, butane has more than two conformers. The staggered form of butane in which the bulky methyl groups on the two carbons are placed on opposite sides, that is, at a dihedral angle of 180°, is the lowest energy, most stable form — called the anti conformer. This conformation is stabilized due to the absence of steric repulsion between the largely spaced out methyl groups. The other two staggered conformations are degenerate and have...
Constitutional Isomers of Alkanes02:18

Constitutional Isomers of Alkanes

Organic compounds of the same molecular formula can have different structural formulas called constitutional isomers, and the phenomenon is known as constitutional isomerism. Alkanes with four or more carbons showing multiple structures with the same molecular formula thereby exhibit constitutional isomerism.
The linear isomer of an alkane is prefixed by the term “n”; hence a linear isomer of pentane is known as n-pentane. Based on the type of branching, some of the branched isomers are given...
Conformations of Ethane and Propane02:18

Conformations of Ethane and Propane

In an organic molecule, free rotation about the carbon-carbon single bond results in energetically different conformers of the molecule. Due to this rotation, called the internal rotation, ethane has two major conformations — staggered and eclipsed.
Staggered conformation is a low energy and more stable conformation with the C-H bonds on the front carbon placed at 60°dihedral angles relative to the C-H bonds on the back carbon, leading to a reduced torsional strain. In staggered ethane, the...
Comparing Intermolecular Forces: Melting Point, Boiling Point, and Miscibility02:34

Comparing Intermolecular Forces: Melting Point, Boiling Point, and Miscibility

Intermolecular forces are attractive forces that exist between molecules. They dictate several bulk properties, such as melting points, boiling points, and solubilities (miscibilities) of substances. Molar mass, molecular shape, and polarity affect the strength of different intermolecular forces, which influence the magnitude of physical properties across a family of molecules.
Temporary attractive forces like dispersion are present in all molecules, whether they are polar or nonpolar. They...
Mass Spectrometry: Long-Chain Alkane Fragmentation01:18

Mass Spectrometry: Long-Chain Alkane Fragmentation

The molecular ions of linear alkanes prefer to fragment at the carbon-carbon bond away from the end of the chain since the cleavage of an inner bond creates a stable carbocation and a stable radical. Consequently, the mass signals of linear alkanes feature intense peaks in the middle of the mass-to-charge ratio plot with weaker peaks on either end. The fragmentation of each carbon-carbon bond with the release of a methyl group in each splitting leads to prominent peaks in the mass spectra...

You might also read

Related Articles

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

Sort by
Same author

Modeling Binding Selectivity of Xylene Isomers in Resorcin[4]arene-Based Organo- and Metallo-Cavitands.

The Journal of organic chemistry·2025
Same author

Selective Aliphatic Aldimine Formation and Stabilization by a Hydrophobic Capsule in Water.

Journal of the American Chemical Society·2025
Same author

Recent Applications of Pillararene-Inspired Water-Soluble Hosts.

Chemistry (Weinheim an der Bergstrasse, Germany)·2025
Same author

Recent progress using novel tetraphenylethylene-based macrocyclic hosts in water.

Chemical communications (Cambridge, England)·2024
Same author

Modeling Amine Methylation in Methyl Ester Cavitand.

Chemistry (Weinheim an der Bergstrasse, Germany)·2024
Same author

Control of reactivity and selectivity in isomerization and rearrangement reactions inside confined spaces.

Chemical communications (Cambridge, England)·2023

Related Experiment Video

Updated: May 22, 2026

High Throughput Single-cell and Multiple-cell Micro-encapsulation
16:19

High Throughput Single-cell and Multiple-cell Micro-encapsulation

Published on: June 15, 2012

Alkane lengths determine encapsulation rates and equilibria.

Wei Jiang1, Dariush Ajami, Julius Rebek

  • 1Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, United States.

Journal of the American Chemical Society
|May 3, 2012
PubMed
Summary
This summary is machine-generated.

Encapsulation rates of alkanes in a cylindrical capsule depend on chain length, with shorter alkanes entering faster but longer alkanes being more stable. This system acts as a molecular clock, controllable by guest exchange and light.

More Related Videos

On-line Analysis of Nitrogen Containing Compounds in Complex Hydrocarbon Matrixes
07:49

On-line Analysis of Nitrogen Containing Compounds in Complex Hydrocarbon Matrixes

Published on: August 5, 2016

Self-Nanoemulsification of Healthy Oils to Enhance the Solubility of Lipophilic Drugs
08:18

Self-Nanoemulsification of Healthy Oils to Enhance the Solubility of Lipophilic Drugs

Published on: July 27, 2022

Related Experiment Videos

Last Updated: May 22, 2026

High Throughput Single-cell and Multiple-cell Micro-encapsulation
16:19

High Throughput Single-cell and Multiple-cell Micro-encapsulation

Published on: June 15, 2012

On-line Analysis of Nitrogen Containing Compounds in Complex Hydrocarbon Matrixes
07:49

On-line Analysis of Nitrogen Containing Compounds in Complex Hydrocarbon Matrixes

Published on: August 5, 2016

Self-Nanoemulsification of Healthy Oils to Enhance the Solubility of Lipophilic Drugs
08:18

Self-Nanoemulsification of Healthy Oils to Enhance the Solubility of Lipophilic Drugs

Published on: July 27, 2022

Area of Science:

  • Supramolecular Chemistry
  • Materials Science
  • Chemical Kinetics

Background:

  • Cylindrical capsules can encapsulate molecules, influencing their conformations.
  • Understanding guest-host interactions is crucial for designing functional materials.
  • Alkanes can adopt extended or compressed states within confined environments.

Purpose of the Study:

  • To investigate the encapsulation dynamics of straight-chain alkanes within a cylindrical capsule.
  • To determine the relationship between alkane chain length and encapsulation rate and complex stability.
  • To explore the potential of this system as a dynamic combinatorial chemistry platform and molecular clock.

Main Methods:

  • Examined encapsulation rates of C(9), C(10), and C(11) alkanes.
  • Conducted direct competition experiments (pairwise and multi-component) to assess guest displacement.
  • Utilized 4,4'-dimethylazobenzene as a superior guest to control the system's state via irradiation.

Main Results:

  • Encapsulation rates followed the order: C(9) > C(10) > C(11).
  • Complex stability showed the reverse order: C(11) > C(10) > C(9).
  • Longer alkanes sequentially displaced shorter ones in competition experiments.
  • The system demonstrated self-sorting and dynamic combinatorial behavior, functioning as a molecular clock.
  • The clock could be reversibly stopped and restarted using 4,4'-dimethylazobenzene and light.

Conclusions:

  • Alkane encapsulation in cylindrical capsules is length-dependent, impacting both uptake rates and complex stability.
  • The observed phenomena of guest displacement and temporal evolution establish a controllable molecular clock.
  • This system offers a novel platform for dynamic combinatorial chemistry and molecular sensing applications.