LW

Lecture Notes on Lipids, Intermolecular Forces, Organic Molecules, Polarity, Biomolecules

Lipids: Alkanes, Alkenes, Alkynes, and Aromatics

Intermolecular Forces

  • Molecules stick together (or not) due to intermolecular forces.
  • Examples illustrating the importance of intermolecular forces:
    • Oil and water separate because of differences in polarity and intermolecular attractions.
    • Propane and ether are gases, while ethanol is a liquid due to differences in intermolecular forces (hydrogen bonding in ethanol).
    • Fats are solid, and oils are liquid due to saturation/unsaturation affecting intermolecular packing.
    • Phospholipids form cell membranes, and soaps form micelles due to their amphipathic nature and interactions with water.
    • Proteins fold into specific shapes based on intermolecular forces and interactions between amino acids.
    • Drugs bind to cell receptors through intermolecular interactions.

Two Types of Chemical Compounds

  • Ionic Compounds
    • Full transfer of electrons from one element to another (or polyatomic ions).
    • Held together by attraction of opposite charges (+/-).
    • Important ions in life: Na^+, Cl^-, HCO_3^{2-}, Fe^{3+}, Ca^{2+}, K^+.
  • Covalent Compounds
    • Atoms sharing pairs of electrons (molecules).
    • Sometimes unequally shared, resulting in a polar bond (partial charge).
    • Different types of attractions:
      • London dispersion forces (weakest, always present).
      • Dipole-dipole interactions (must have partial charge).
      • Hydrogen bonding (sharing a hydrogen atom).

Electronegativity and Polarity

  • Electronegativity: The ability of an element to attract electrons in a covalent bond.
  • Bond Type and Electronegativity Difference:
    • Non-polar bond: 0-0.4
    • Polar bond: 0.5-1.9
    • Ionic bond: 2.0 and larger

The Nature of Organic Molecules

  • When carbon bonds to a more electronegative element, polar covalent bonds result.
  • This creates regions of negative charge (red) and positive charge (blue).
  • Polarity strongly influences physical and chemical properties.

Polarity in Organic Chemistry

  • Non-polar links – Lipids (defining characteristic)
    • Difference in electronegativity is 0.0-0.4
    • Examples: C-H, C-Br, C-I, C-S
  • Polar Links – Carbohydrates, amino acids
    • Difference in electronegativity is 0.5-1.9
    • Examples: C-N, C-O, C-F, C-Cl
  • Polarity affects properties of organic molecules.

Hydrogen Bonding

  • Strongest molecule-molecule interaction.
  • Requires a polar bond with H (N-H, O-H, or F-H).
  • Hydrogen bond donor (sharing the H).
  • Requires an unshared pair of electrons.
  • Hydrogen bond acceptor.

Impact of Polarity

  • Most organic compounds are insoluble in water (lipids).
  • Almost all soluble organic compounds do not conduct electricity (covalent bonds, not ionic bonds).
  • Only small polar organic molecules or large molecules with many polar groups interact with water molecules and dissolve in water (carbohydrates and proteins).

Biomolecules

  • Four Main Categories:
    • Lipids: Defined by the property of being soluble in nonpolar solvents.
    • Carbohydrates: Polyhydroxy aldehydes and ketones (contain lots of alcohol groups).
    • Proteins: Built from amino acids: carboxylic acids that have an alpha-amino group.
    • Nucleic acids: Heterocyclic nitrogenous bases linked by sugar phosphate esters.
  • Monomer Units and Functions:
    • Proteins:
      • Monomer units: Amino Acids
      • Functions: Structure, Enzymes, Signaling, Regulation
    • Carbohydrates:
      • Monomer units: Simple sugars (glucose)
      • Functions: Structure, Energy storage
    • Lipids:
      • Monomer units: Free fatty acids, Acetyl group
      • Functions: Energy storage, Cell membranes, Signals
    • Nucleic Acids:
      • Monomer units: Nucleotides, Bases, purines, and pyrimidines
      • Functions: Information storage, Information transfer

Biomolecules (Polarity and Bonding)

  • Amino Acids:
    • Two polar groups
    • Hydrogen bonding capable
  • Carbohydrates:
    • Many hydrogen bonding groups
  • Lipids:
    • Nonpolar
  • Nucleic Acids:
    • Ionized
    • Hydrogen bonding