Fundamentals of Organic Chemistry

Aug 5, 2024

Organic Chemistry Overview

Introduction to Organic Chemistry

  • Focuses on organic compounds containing carbon atoms.
  • Carbon typically forms four bonds.

Key Elements and Their Bonding Preferences

  • Hydrogen (H): 1 bond
  • Beryllium (Be): 2 bonds
  • Boron (B): 3 bonds
  • Carbon (C): 4 bonds
  • Nitrogen (N): 3 bonds
  • Oxygen (O): 2 bonds
  • Halogens (F, Cl, Br, I): 1 bond

Special Note on Halogens

  • Halogens can form seven bonds in certain cases (not covered in this video).

Drawing Lewis Structures

  • Understanding bonding preferences is crucial for drawing Lewis structures.

Example: Water (H2O)

  • Oxygen: 2 bonds, Hydrogen: 1 bond
  • Lewis structure: 1 oxygen with 2 hydrogen, 2 lone pairs on oxygen.
  • Hydrogen Bond: Special type of covalent bond when H is attached to N, O, or F.
  • Importance: Explains water’s high boiling point.

Example: Methyl Fluoride (CH3F)

  • Carbon: 4 bonds, Fluorine: 1 bond, Hydrogens: 3
  • Lewis structure includes 3 lone pairs on Fluorine.
  • Polar Covalent Bond: Carbon (2.5) and Fluorine (4.0); electronegativity difference > 0.5.

Polar vs Nonpolar Bonds

  • Polar Bond: Charged separation; one side positive, one side negative.
  • Nonpolar Bond: Example includes carbon-hydrogen (C-H) bonds.
  • Hydrocarbons (e.g., Methane CH4) are nonpolar due to equal sharing of electrons.

Types of Bonds

  • Covalent Bond: Electrons shared (equally or unequally).
    • Nonpolar Covalent Bonds: Electrons shared equally (e.g., H2)
    • Polar Covalent Bonds: Electrons shared unequally (e.g., H-F).
  • Ionic Bond: Electrons transferred; example includes Sodium (Na) and Chlorine (Cl).
    • Cation: Positively charged ion (e.g., Na+).
    • Anion: Negatively charged ion (e.g., Cl-).

Types of Organic Compounds

Alkanes (Saturated Compounds)

  • General formula: CnH(2n+2)
  • Examples:
    • Methane (C1H4)
    • Ethane (C2H6)
    • Propane (C3H8)
    • Butane (C4H10)
    • Pentane (C5H12)
    • Hexane (C6H14)
    • Heptane (C7H16)
    • Octane (C8H18)
    • Nonane (C9H20)
    • Decane (C10H22)

Alkenes (Unsaturated Compounds with Double Bonds)

  • Example: Ethylene (C2H4)

Alkynes (Unsaturated Compounds with Triple Bonds)

  • Example: Acetylene (C2H2)

Bond Lengths and Strengths

  • Bond Lengths:

    • C-C single bond: longest (154 pm)
    • C-C double bond: shorter (133 pm)
    • C-C triple bond: shortest (120 pm)
  • Bond Strengths:

    • Single bond: weakest
    • Triple bond: strongest

Sigma and Pi Bonds

  • Single Bond: 1 sigma bond
  • Double Bond: 1 sigma and 1 pi bond
  • Triple Bond: 1 sigma and 2 pi bonds
  • Strength: Sigma bonds > Pi bonds.

Hybridization of Carbon Atoms

  • sp3: 4 groups
  • sp2: 3 groups
  • sp: 2 groups

Determining Hybridization

  • Count the number of atoms and lone pairs.

Formal Charge Calculation

  • Formula: Formal Charge = Valence Electrons - (Bonds + Nonbonding Electrons)
  • Example with Carbon:
    • 4 valence electrons
    • Formal charge based on bonds and lone pairs.

Functional Groups in Organic Compounds

  • Alcohols: -OH, e.g., ethanol (C2H5OH)
  • Aldehydes: C=O + CH, e.g., acetaldehyde (C2H4O)
  • Ethers: R-O-R, e.g., dimethyl ether (C2H6O)
  • Ketones: C=O in the middle, e.g., propanone (C3H6O)
  • Esters: RCOOR', e.g., methyl ethanoate (C3H6O2)
  • Carboxylic Acids: COOH, e.g., pentanoic acid (C5H10O2)

Summary

  • Understanding the bonding preferences, types of bonds, hybridization, and functional groups is essential for mastering organic chemistry.