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Related Concept Videos

Cycloalkanes02:28

Cycloalkanes

Cycloalkanes are saturated cyclic hydrocarbons with carbon atoms arranged in the form of rings. They have two fewer hydrogen atoms than the corresponding acyclic alkane; therefore, their general formula is CnH2n. The structural formulas of cycloalkanes are simplified using the line-angle representation. The regular polygons are used to represent the cycloalkane rings, with each side representing a carbon-carbon bond.
The IUPAC nomenclature of cycloalkanes follows similar rules that apply to...
Conformations of Cycloalkanes02:29

Conformations of Cycloalkanes

Adolf von Baeyer attempted to explain the instabilities of small and large cycloalkane rings using the concept of angle strain — the strain caused by the deviation of bond angles from the ideal 109.5° tetrahedral value for sp3  hybridized carbons. However, while cyclopropane and cyclobutane are strained, as expected from their highly compressed bond angles, cyclopentane is more strained than predicted, and cyclohexane is virtually strain-free. Hence, Baeyer’s theory that was based on the...
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...
Carboxylic Acids to Methylesters: Alkylation using Diazomethane01:33

Carboxylic Acids to Methylesters: Alkylation using Diazomethane

Carboxylic acids react with diazomethane in an ether solvent via alkylation at the carboxylate oxygen atom to give methyl esters of the corresponding acid with excellent yields.
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.

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Related Experiment Video

Updated: Jun 1, 2026

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

O-Methyl cyclo-laudenol.

Nisar Hussain, Habib-Ur-Rehman, Masood Parvez

    Acta Crystallographica. Section E, Structure Reports Online
    |May 18, 2011
    PubMed
    Summary
    This summary is machine-generated.

    A novel triterpenoid, 3-methoxy-24-methyl-9,19-cyclo-lanost-25-ene, was isolated from Skimmia laureola. Its complex ring structures were analyzed, revealing specific conformations and trans-fused ring systems.

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    Area of Science:

    • Natural product chemistry
    • Organic chemistry
    • Phytochemistry

    Background:

    • Skimmia laureola is a plant source of bioactive compounds.
    • Triterpenoids are a diverse class of natural products with various biological activities.
    • Structural elucidation of novel compounds is crucial for understanding their properties.

    Purpose of the Study:

    • To isolate and characterize a new triterpenoid from Skimmia laureola.
    • To determine the conformational analysis of the isolated triterpenoid.
    • To describe the stereochemistry of the fused ring systems.

    Main Methods:

    • Isolation of the title compound using chromatographic techniques.
    • Spectroscopic methods (e.g., NMR, Mass Spectrometry) for structural determination.
    • Conformational analysis based on structural data.

    Main Results:

    • Isolation and identification of 3-methoxy-24-methyl-9,19-cyclo-lanost-25-ene.
    • Detailed description of the conformations of the six-membered rings (chair, distorted half-chair, distorted boat).
    • Characterization of the five-membered ring conformation (envelope) and trans-fused ring system.

    Conclusions:

    • The study successfully isolated and characterized a novel triterpenoid.
    • The conformational analysis provides insights into the molecule's three-dimensional structure.
    • This work contributes to the phytochemical knowledge of Skimmia laureola.