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

Aromatic Hydrocarbon Cations: Structural Overview01:18

Aromatic Hydrocarbon Cations: Structural Overview

Cycloheptatriene is a neutral monocyclic unsaturated hydrocarbon that consists of an odd number of carbon atoms and an intervening sp3 carbon in the ring. The three double bonds in the ring correspond to 6 π electrons, which is a Huckel number, and therefore satisfies the criteria of 4n + 2 π electrons. However, the intervening sp3 carbon disrupts the continuous overlap of p orbitals. As a result, cycloheptatriene is not aromatic.
Removing one hydrogen from the intervening CH2 group with both...
Chair Conformation of Cyclohexane02:02

Chair Conformation of Cyclohexane

The chair conformation is the most stable form of cyclohexane due to the absence of angle and torsional strain. The absence of angle strain is a result of cyclohexane’s bond angle being very close to the ideal tetrahedral bond angle of 109.5° in its chair conformer. Similarly, the torsional strain is also absent owing to the perfectly staggered arrangement of bonds.
The hydrogen atoms linked to carbons are arranged in two different axial and equatorial orientations to achieve this staggered...
Stability of Substituted Cyclohexanes02:30

Stability of Substituted Cyclohexanes

This lesson discusses the stability of substituted cyclohexanes with a focus on energies of various conformers and the effect of 1,3-diaxial interactions.
The two chair conformations of cyclohexanes undergo rapid interconversion at room temperature. Both forms have identical energies and stabilities, each comprising equal amounts of the equilibrium mixture. Replacing a hydrogen atom with a functional group makes the two conformations energetically non-equivalent.
For example, in...
Conformations of Cyclohexane02:11

Conformations of Cyclohexane

Cyclohexane does not exist in a planar form due to the high angle and torsional strain it would experience in the planar structure. Instead, it adopts non-planar chair and boat conformations.
The chair form is the most stable and derives its name from its resemblance to the “easy chair.” In the chair conformation, two carbon atoms are arranged out-of-plane — one above and one below, minimizing the torsional strain. In the chair form, the bond angle is very close to the ideal tetrahedral value,...
Cycloaddition Reactions: MO Requirements for Thermal Activation01:16

Cycloaddition Reactions: MO Requirements for Thermal Activation

Thermal cycloadditions are reactions where the source of activation energy needed to initiate the reaction is provided in the form of heat. A typical example of a thermally-allowed cycloaddition is the Diels–Alder reaction, which is a [4 + 2] cycloaddition. In contrast, a [2 + 2] cycloaddition is thermally forbidden.
Cyclohexenones via Michael Addition and Aldol Condensation: The Robinson Annulation01:27

Cyclohexenones via Michael Addition and Aldol Condensation: The Robinson Annulation

Robinson annulation is a base-catalyzed reaction for the synthesis of 2-cyclohexenone derivatives from 1,3-dicarbonyl donors (such as cyclic diketones, β-ketoesters, or β-diketones) and α,β-unsaturated carbonyl acceptors. Named after Sir Robert Robinson, who discovered it, this reaction yields a six-membered ring with three new C–C bonds (two σ bonds and one π bond).

You might also read

Related Articles

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

Sort by
Same author

Emergence of magnetic monopole-like behavior in iron oxide nanoparticles grafted with chiral brushes: a chiral induced spin selectivity manifestation.

Materials horizons·2026
Same author

Interplay Between Exfoliation and Functionalization Strategies for Group VI Layered Transition Metal Dichalcogenide Dispersions.

Nanomaterials (Basel, Switzerland)·2026
Same author

Siloxane-Terminated Self-Assembled Monolayers for Mimicking Nanoscale Hydrophobic Polydimethylsiloxane Surfaces.

Langmuir : the ACS journal of surfaces and colloids·2025
Same author

Stabilizing the Localized Surface Plasmon Resonance (LSPR) of Citrate-Synthesized Metal Nanoparticles in Organic Solvents.

Materials (Basel, Switzerland)·2025
Same author

Recent Advances in Polymer-Coated Metal and Metal Oxide Nanoparticles: From Design to Promising Applications.

Nanomaterials (Basel, Switzerland)·2025
Same author

Gold-Silver Nanoshell-Embedded Polydimethylsiloxane Films for Near-Infrared Photothermal Eradication of Bacteria.

ACS applied materials & interfaces·2025

Related Experiment Video

Updated: May 16, 2026

Preparation of 6-aminocyclohepta-2,4-dien-1-one Derivatives via Tricarbonyl(tropone)iron
07:56

Preparation of 6-aminocyclohepta-2,4-dien-1-one Derivatives via Tricarbonyl(tropone)iron

Published on: August 12, 2019

Tridentate adsorbates with cyclohexyl headgroups assembled on gold.

Burapol Singhana1, Supachai Rittikulsittichai, T Randall Lee

  • 1Department of Chemistry and the Texas Center for Superconductivity, University of Houston, Houston, Texas 77204-5003, United States.

Langmuir : the ACS Journal of Surfaces and Colloids
|December 5, 2012
PubMed
Summary
This summary is machine-generated.

Researchers synthesized two thiol molecules for gold surface modification. One molecule, 3C1CyTSH, formed highly ordered, stable monolayers, unlike the other, CyTSH, which formed disordered multilayers. This difference is attributed to the methyl groups enhancing chemisorption.

More Related Videos

Accessing Valuable Ligand Supports for Transition Metals: A Modified, Intermediate Scale Preparation of 1,2,3,4,5-Pentamethylcyclopentadiene
09:45

Accessing Valuable Ligand Supports for Transition Metals: A Modified, Intermediate Scale Preparation of 1,2,3,4,5-Pentamethylcyclopentadiene

Published on: March 20, 2017

Preparation of a Corannulene-functionalized Hexahelicene by Copper(I)-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
09:35

Preparation of a Corannulene-functionalized Hexahelicene by Copper(I)-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units

Published on: September 18, 2016

Related Experiment Videos

Last Updated: May 16, 2026

Preparation of 6-aminocyclohepta-2,4-dien-1-one Derivatives via Tricarbonyl(tropone)iron
07:56

Preparation of 6-aminocyclohepta-2,4-dien-1-one Derivatives via Tricarbonyl(tropone)iron

Published on: August 12, 2019

Accessing Valuable Ligand Supports for Transition Metals: A Modified, Intermediate Scale Preparation of 1,2,3,4,5-Pentamethylcyclopentadiene
09:45

Accessing Valuable Ligand Supports for Transition Metals: A Modified, Intermediate Scale Preparation of 1,2,3,4,5-Pentamethylcyclopentadiene

Published on: March 20, 2017

Preparation of a Corannulene-functionalized Hexahelicene by Copper(I)-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
09:35

Preparation of a Corannulene-functionalized Hexahelicene by Copper(I)-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units

Published on: September 18, 2016

Area of Science:

  • Materials Science
  • Surface Chemistry
  • Nanotechnology

Background:

  • Self-assembled monolayers (SAMs) are crucial for modifying surface properties.
  • Controlling the structure and stability of SAMs is essential for advanced applications.
  • Thiol-alkane molecules are widely used for forming SAMs on gold surfaces.

Purpose of the Study:

  • To design and synthesize novel tridentate thiol adsorbates.
  • To investigate the impact of molecular structure on thin film formation on gold.
  • To compare the chemisorption behavior and film quality of cyclohexane-cis,cis-1,3,5-triyltrimethanethiol (CyTSH) and (cis,cis-1,3,5-trimethylcyclohexane-1,3,5-triyl)trimethanethiol (3C1CyTSH).

Main Methods:

  • Synthesis of CyTSH and 3C1CyTSH molecules.
  • Thin film characterization using ellipsometry, contact angle goniometry, PM-IRRAS, and XPS.
  • Analysis of surface binding, film thickness, and chemical states of sulfur.

Main Results:

  • CyTSH formed multilayer films with significant unbound thiols and oxidized sulfur species.
  • 3C1CyTSH formed well-ordered monolayer films with ~90% bound thiols and no oxidized sulfur.
  • The methyl groups in 3C1CyTSH enhanced rigidity and promoted superior chemisorption onto the gold surface.
  • XPS and ellipsometry confirmed the monolayer thickness of 3C1CyTSH films to be approximately 5 Å.

Conclusions:

  • Molecular rigidity imparted by methyl groups significantly improves thiol chemisorption on gold.
  • 3C1CyTSH is a superior candidate for forming stable, well-defined self-assembled monolayers compared to CyTSH.
  • The findings provide insights into designing molecules for controlled surface functionalization.