Properties of hydrocarbons

Forces between molecules

Intramolecular forces:

  • The forces holding molecules together within a molecule are called intermolecular forces.

Types of intramolecular forces of attraction

  • Ionic bond (Cations to anions)
  • Covalent bond:
    • Nonpolar covalent bond (Nuclei to shared electrons)
    • Polar covalent bond (Partially charged cation to partially charged anion)
  • Metallic bonding (Metal cations to delocalized electrons)

Intermolecular forces:

  • Intermolecular forces are forces that exist between molecules.
Forces between molecules

Types of intermolecular forces

  • Dipole-dipole interactions (Partially oppositely charged ions)
  • Hydrogen bonding (H atom and O, N or F atom)
  • London dispersion forces (Temporary or induced dipoles/van der Waals force)

Questions

    1. Which is the dominating type of bond between two molecules of 1,2-dimethylcyclohexane?
    2. Which is the dominating type of bond between two molecules of lactic acid?
    3. Phosphorous trihydride or Phosphine can bond a proton and form the phosphonium ion, in the same way as ammonia can bond a proton a form the ammonium ion (see the reaction diagram). Which different kinds of bonds are there between the atoms in the phosphonium ion?

Phosphonium ion

different kinds of bonds between the atoms in the phosphonium ion

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  1. Which is the dominating type of bond
    1. between molecules of xylene?
    2. between molecules of butanoic acid?
    3. in solid CaO?
    4. Is the compound with the molecular formula C2Cl4 a dipole? (Motivate your answer.)
Different forces between hydrocarbons
non-polar covalent bonds

Always present are the London dispersion forces:

non-polar covalent bonds

The bigger the molecule the larger surface area and the more induced dipoles can be formed.

  • Many physical properties are determined by the intermolecular forces.

Melt temperature Tm: energy required to break the dispersion forces that connect the molecules in solid phase.

Melt temperature Tbp: energy required to break the dispersion forces that connect the molecules in the liquid phase.

The dispersion forces in the solid phase are strong since the molecules are arranged like bricks.

dispersion forces in solid/liquid and gas forms

Tm varies with how well the molecules can be packed.

Tbp varies with molecular surface.

variance in boiling point due to heat/surface area
Hydrocarbons in water

Hydrocarbons are insoluble in water.

To dissolve strong intermolecular forces between water molecules need to be broken.

Removing bonds increase the systems energy – not favourable. Formation of bonds decreases the systems energy (favourable but the bonds formed between hydrocarbon and water molecules are very weak).

weak bonds

All molecules containing H(ydrogens) can function as an acid.

  • According to Brønsted’s definition an acid is a substance that can release protons (Hydrogen atoms without electrons).
  • A base is according to the same man a substance that can receive and bind protons.

Hydrocarbons are full of hydrogens. We can therefore discuss their acid and base properties. (The acid strength can however be 1030 – 1040 times weaker than e.g. HCl or H2SO4)


Question

compounds
  1. Which one of the compounds A and B is the most basic? (Motivate your answer.)

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Q1 (a): Which is the dominating type of bond between two molecules of 1,2-dimethylcyclohexane?
A: Van der Waals bond

Q1 (b): Which is the dominating type of bond between two molecules of lactic acid?
A: Hydrogen bond

Q1 (c): Which different kinds of bonds are there between the atoms in the phosphonium ion?
A: Covalent bond and coordinative (covalent) bond

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Q2 (a): Which is the dominating type of bond between molecules of xylene?
A: Van der Waals bonds

Q2 (b): Which is the dominating type of bond between molecules of butanoic acid? ?
A: Hydrogen bonds

Q2 (c): Which is the dominating type of bond in solid CaO?
A: Ion bonds

Tetrachloroethene

Q2 (d):Is the compound with the molecular formula C2Cl4 a dipole?
A: Tetrachloroethene is a planar compound (i.e. the three single bonds are in the same plane). All “outwards” groups have partial negative charge. Thus the compound will not orient itself in an exterior electric field. The compound is not a dipole

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A is an alifatic amine, while B is an aromatic amine. Alifatic amines are more basic than aromatic ones. Thus A is more basic

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