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Conformations of Ethane and Propane02:18

Conformations of Ethane and Propane

15.5K
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...
15.5K
Conformations of Butane02:20

Conformations of Butane

15.8K
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...
15.8K
Combustion Energy: A Measure of Stability in Alkanes and Cycloalkanes02:14

Combustion Energy: A Measure of Stability in Alkanes and Cycloalkanes

7.1K
The low reactivity in alkanes can be attributed to the non-polar nature of C–C and C–H σ bonds. Alkanes, therefore, were  initially termed as “paraffins,” derived from the Latin words: parum, meaning “too little,” and affinis, meaning “affinity.”
Alkanes undergo combustion in the presence of excess oxygen and high-temperature conditions to give carbon dioxide and water. A combustion reaction is the energy source in natural gas, liquified...
7.1K
Conformations of Cycloalkanes02:29

Conformations of Cycloalkanes

13.0K
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...
13.0K
Mass Spectrometry: Cycloalkane Fragmentation01:05

Mass Spectrometry: Cycloalkane Fragmentation

1.6K
In mass spectrometry, cycloalkanes exhibit distinct fragmentation patterns due to the inherent stability of their molecular ions compared to linear or branched alkanes. The ring structure of cycloalkanes provides additional stability to the molecular ions, often resulting in prominent ion peaks in the mass spectrum.
For example, cyclohexane molecular ions have a mass-to-charge ratio (m/z) of 84, which tends to produce a stronger signal than linear alkanes like hexane. This stability comes from...
1.6K
Stability of Substituted Cyclohexanes02:30

Stability of Substituted Cyclohexanes

13.6K
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...
13.6K

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Related Experiment Video

Updated: Oct 13, 2025

Methane Hydrate Crystallization on Sessile Water Droplets
08:46

Methane Hydrate Crystallization on Sessile Water Droplets

Published on: May 26, 2021

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Ethane and methane at high pressures: Structure and stability.

Elissaios Stavrou1, Alexander A Maryewski2, Sergey S Lobanov1

  • 1Earth and Planets Laboratory, Carnegie Institution of Washington, Washington, DC 20015, USA.

The Journal of Chemical Physics
|November 14, 2021
PubMed
Summary
This summary is machine-generated.

Researchers studied ethane and methane under high pressure using experiments and theory. Ethane shows new crystal structures and phase transitions, while methane

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Area of Science:

  • Materials Science
  • High-Pressure Physics
  • Solid-State Chemistry

Background:

  • Understanding the behavior of simple hydrocarbons like ethane and methane under extreme conditions is crucial for planetary science and materials development.
  • Previous studies have characterized methane's high-pressure phases, but ethane's behavior at room temperature and high pressures remains less understood.

Purpose of the Study:

  • To experimentally and theoretically investigate the high-pressure behavior of ethane and methane at 300 K up to 120 GPa.
  • To determine the crystal structures and phase transitions of ethane under high pressure.
  • To establish the equation of state (EOS) for both ethane and methane for comparative stability analysis.

Main Methods:

  • Combined experimental techniques: X-ray diffraction and Raman spectroscopy.
  • Theoretical calculations: USPEX ab initio evolutionary structural search algorithm.
  • High-pressure generation: Diamond anvil cells (implied).

Main Results:

  • Ethane crystallization point determined at 2.7 GPa at room temperature.
  • A novel orientationally disordered (plastic) low-pressure crystal structure (phase A) for ethane was identified.
  • A new pressure-induced phase transition in ethane at 13.6 GPa to a monoclinic phase B was discovered and its structure solved.
  • Experimental X-ray diffraction data for methane confirmed previously reported high-pressure structures and equation of state (EOS).
  • Equations of state (EOS) for both ethane and methane were determined.

Conclusions:

  • Ethane exhibits unique high-pressure behavior with previously unknown crystal structures and phase transitions at room temperature.
  • The determined EOS for ethane and methane provide a foundation for understanding their relative stability under extreme pressures.
  • This study advances the understanding of hydrocarbon behavior in high-pressure environments relevant to planetary interiors.