Lecture 12 Non-Covalent Interactions

Learning Outcomes

  • Identify polar and non-polar molecules

  • Use electronegativity differences to identify polar bonds

  • Determine which molecules exhibit different forms of non-covalent interaction.

  • Identify structural features that allow hydrogen bonding

  • Identify structural features that allow ion-dipole interactions and dipole-dipole interactions

  • Determine which molecules can exhibit large temporary or momentary dipole interactions (dispersion forces)

  • Order the importance of the various non-covalent interactions

  • Use non-covalent interactions to explain observations of physical properties

  • Use non-covalent interactions to explain boiling points and solubilities

Non-Covalent Interactions

  • Non-covalent interactions: these are attractive forces that do not involve the sharing of electrons between atoms (unlike covalent bonds).

  • They refer to the interactions between molecules or between different parts of larger molecule.

Physical Properties and Non-Covalent Interactions

  • Non-covalent interactions are crucial for the physical properties of chemicals.

    • E.g. Boiling Points and solubility.

  • Increasing branching decreases boiling point due to lesser surface area contact and reduced van der Waals interactions..

Electronegativity and Bond Polarity

  • Electronegativity: The tendency of an atom to attract electrons in a bond.

  • More electronegative atoms attracts electrons

  • Bonds are non-polar if there is no electronegativity difference

  • If one atom is more electronegative it will attract electrons -the bond is polar

  • The inductive effect: If the dipole is very strong the polarization can occur over a long range. ( is not significant but is important to be aware of it)

  • Non-covalent interactions are additive- the sum of many small interactions is greater than just one large interaction.

Bond Dipoles

  • A dipole is the separation of two partial charges.

Molecular vs. Bond Dipoles

  • Molecular dipoles result from adding up all the bond dipoles, taking into account direction, in a molecule.

  • If the dipoles in a symmetrical molecule cancel each other out, the molecule may be classified as non-polar. (e.g., CO₂ has no molecular dipoles).

  • Polarity is a scale: some molecules are more polar than others.

Non-Covalent Interactions

  • Types of Non-Covalent Interactions:

  • Ionic Bonds: Interactions between charged ions. Example: Salt bridges in protein structures.

  • Ion-Dipole Interactions: Attraction between an ion and a polar molecule. E.g., why salts dissolve in water. Additive ( if enough water molecules then there smaller dipoles will be more attractive to the ion that the other ion)

  • (permanent) Dipole-Dipole Interactions: Occur between two polar molecules. (can be same molecule if its a long molecule) - can explain different boiling points and solubility.

  • Hydrogen Bonds: A strong dipole-dipole interaction involving hydrogen and electronegative atoms (O or N).

If both molecules have acceptors and donors the overall hydrogen bonding is greater.

  • (temporary dipole-dipole)Dipole-Induced Dipole: Non-polar compounds can be induced to become polar when near polar molecules.

    • are short lived as molecules are always moving - because there are momentary the are considered weak interactions.

    • They are the reason everything (not just like-in like) can dissolve to an extent in water=> partitioning

  • (temporary dipole-dipole) Dispersion Forces: Weak interactions that occur from transient dipoles induced in all molecules.

    • A dipole induced my an induced molecule, and instantaneous dipoles(from electron distribution)

    • The size of the molecule is important as a larger molecule = larger electron cloud = larger the transient dipole.

    • The shape of the molecule is also important as a branched molecule has a smaller surface area compared to a linear molecule, leading to weaker dispersion forces due to less contact area for interaction between molecules.

    • Momentary short lived-very weak(but are additive so can collectively be strong).

  • Dispersion forces are what hold non-polar molecules together

Physical Properties Influenced by Non-Covalent Interactions

  • Boiling Points: Higher boiling points correlate with more or stronger interactions,

    • e.g., acetone has a higher boiling point than butane due to stronger dipole-dipole interactions compared to acetone which only has weaker dispersion forces.

  • Melting Points: Stronger or more interactions, lead to higher melting points; substances that can pack tightly together will have higher melting points (packing only effects melting points because once they are liquid packing isn’t an issue so they can move around).

  • Solubility: "Like dissolves like"; polar solvents can dissolve polar solutes, while non-polar solvents dissolve non-polar solutes.

    • Example: NaCl dissolving in water through ion-dipole interactions.

Practical Application of Non-Covalent Interactions

  • Micelle Formation: In soap, polar heads interact with water while non-polar tails trap grease, illustrating the utility of non-polar and polar interactions in cleaning.