サインイン

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 3.8 kJ/mol more energy than the anti conformation, emerging from the steric repulsion between the methyl groups that are now positioned at 60° dihedral angles. These unfavorable steric interactions are known as gauche interactions, and the conformers, as such, are called gauche conformers.

The totally eclipsed butane, due to the two eclipsing methyl groups at 0° dihedral angle, has the highest energy (19 kJ/mol) and is the most unstable form. The other two eclipsed conformations — with two CH3-H eclipses and one H-H eclipse — are degenerate, each with an energy cost of 16 kJ/mol.

タグ

ButaneConformationsEthanePropaneStaggered FormAnti ConformerSteric RepulsionMethyl GroupsDihedral AngleEnergyStable FormGauche InteractionsEclipsed Conformations

章から 3:

article

Now Playing

3.7 : Conformations of Butane

Alkanes and Cycloalkanes

13.4K 閲覧数

article

3.1 : Structure of Alkanes

Alkanes and Cycloalkanes

26.2K 閲覧数

article

3.2 : Constitutional Isomers of Alkanes

Alkanes and Cycloalkanes

17.3K 閲覧数

article

3.3 : Nomenclature of Alkanes

Alkanes and Cycloalkanes

20.5K 閲覧数

article

3.4 : Physical Properties of Alkanes

Alkanes and Cycloalkanes

10.5K 閲覧数

article

3.5 : Newman Projections

Alkanes and Cycloalkanes

15.8K 閲覧数

article

3.6 : Conformations of Ethane and Propane

Alkanes and Cycloalkanes

13.3K 閲覧数

article

3.8 : Cycloalkanes

Alkanes and Cycloalkanes

11.8K 閲覧数

article

3.9 : Conformations of Cycloalkanes

Alkanes and Cycloalkanes

11.3K 閲覧数

article

3.10 : Conformations of Cyclohexane

Alkanes and Cycloalkanes

11.7K 閲覧数

article

3.11 : Chair Conformation of Cyclohexane

Alkanes and Cycloalkanes

13.9K 閲覧数

article

3.12 : Stability of Substituted Cyclohexanes

Alkanes and Cycloalkanes

12.1K 閲覧数

article

3.13 : Disubstituted Cyclohexanes: cis-trans Isomerism

Alkanes and Cycloalkanes

11.5K 閲覧数

article

3.14 : Combustion Energy: A Measure of Stability in Alkanes and Cycloalkanes

Alkanes and Cycloalkanes

6.1K 閲覧数

JoVE Logo

個人情報保護方針

利用規約

一般データ保護規則

研究

教育

JoVEについて

Copyright © 2023 MyJoVE Corporation. All rights reserved