Does ethanol have dipole-dipole forces

The additional IMF that exists between ethanol molecules, but does not exist between propane molecules or between dimethyl ether molecules, is called hydrogen bonding. It is the interaction between an X–H covalent bond (X denotes a highly electronegative atom) and the lone pair on an electron rich atom, Z. The hydrogen bonding interaction can be designated as X-H···Z (the “···” is the hydrogen bond itself).

Strong hydrogen bonding occurs between F-H, O-H, or N-H bond and an electron lone pair on another F, O, or N atom. F, O, and N, are among the most electronegative elements in the periodic table, a characteristic necessary for strong hydrogen bonding.

A hydrogen bond has about 5-10% the strength of a typical covalent bond. Part of this strength comes from dipole-dipole interactions, but more important is partial electron sharing that resembles the formation of a covalent bond. This is illustrated in the figure below, which shows the hydrogen bond interaction between two water molecules. The left water molecule provides the O-H bond (we will denote this as OL-H); the right water molecule provides the O atom with the lone pair (we will denote this as OR).

Does ethanol have dipole-dipole forces
Figure: Hydrogen bond formation. The empty OL-H σ* orbital (yellow/green) overlaps with the OR lone pair (blue/red), forming a hydrogen bond.

The empty OL-H antibonding σ* orbital (yellow/green) overlaps with the lone pair orbital of the OR atom (blue/red). This overlap allows some electron density to be shared between the two water molecules, thus forming a hydrogen bond. If more electron density were to move from the OR lone pair to the OL-H σ* orbital, the antibonding orbital would be filled, the OL-H bond would break, and a chemical reaction would have occurred—a new OR-H bond would form, resulting in the right water molecule becoming H3O+:

Thus, forming a hydrogen bond resembles the beginning of the formation of a covalent bond.

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Does ethanol have dipole-dipole forces
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Does ethanol have dipole-dipole forces

Thus, the overall hydroxyl group is considered to be polar (similar to magnet) as it possesses two opposite charges on each end. The net positive hydrogen atom can attract the negative electron clouds readily from the oxygen atom placed adjacent to it. Unlike Van der Waals’ forces, hydrogen bond involves a permanent imbalance of charges and hence, results in permanent dipole attractions.The diagram below demonstrates hydrogen bonding in \[C{H_3}C{H_2}OH\] molecules.

Does ethanol have dipole-dipole forces

Now, we will discuss other intermolecular forces present in\[C{H_3}C{H_2}OH\]. As \[C{H_3}C{H_2}OH\] is polar in nature, it possesses a non-zero dipole. We know that oxygen atom is more electronegative in comparison to carbon atom and also, \[ - C{H_2}C{H_3}\] is considered to be a good electron donating group, so there will be a partial positive charge on carbon while partial negative charge on oxygen (i.e, a dipole), leading to dipole-dipole interactions as shown below:

Does ethanol have dipole-dipole forces

\[C{H_3}C{H_2}OH\] also experiences Van Der Waals dispersion forces though of very low magnitude. As we already know that when atoms or molecules are polarizable to a certain degree, some interactions occur from them when they are brought together as electrons are pushed about. As a result, intermolecular forces such as hydrogen bonding, dipole-dipole interaction and Vander Waals dispersion forces are present in \[C{H_3}C{H_2}OH\].

Note: Hydrogen bonding in alcohols make them soluble in water. Alcohols with a smaller hydrocarbon chain are highly soluble in water while alcohols having a higher hydrocarbon chain are less soluble in water owing to increasing hydrophobicity of the alkyl chain.