OrganicChemistry3e_lectureppt_Ch01

CHAPTER 1: Atomic and Molecular Structure

1.1 What is Organic Chemistry?

  • Organic chemistry involves the study of organic compounds.

  • Initially defined in the 1700s as collections from living organisms.

  • Inorganic compounds encompass everything else that is not organic.

1.2 Why Carbon?

  • Carbon can form four covalent bonds, allowing for complex structures.

  • Forms chains of various lengths, including branched, straight, or ring structures.

  • Capable of forming single, double, or triple bonds between atoms.

1.3 Atomic Structure and Ground State Electron Configurations

  • Atoms consist of a central positively charged nucleus with protons and neutrons.

  • The electron cloud determines the size of the atom, predominantly empty space.

Structure of an Atom

  • Atoms have no net charge; the number of electrons equals the number of protons.

  • Atomic number (Z) is determined by the number of protons.

  • Ions:

    • Cation: More protons than electrons

    • Anion: More electrons than protons

    • Particles:

      • Proton: Charge +1, mass ~1 u

      • Neutron: Charge 0, mass ~1 u

      • Electron: Charge -1, mass ~0.0005 u

1.4 The Covalent Bond: Bond Energy and Bond Length

  • A covalent bond forms by the sharing of valence electrons between atoms.

  • Bond strength and length vary with the number of shared electrons:

    • Single bond: 2 electrons

    • Double bond: 4 electrons

    • Triple bond: 6 electrons

Energy and Stability of Covalent Bonds

  • A H2 molecule is more stable than two isolated H atoms due to the stability provided by covalent bonding.

  • Electrons in a covalent bond are attracted by both nuclei, making for lower energy states when bonded.

1.5 Lewis Dot Structures and the Octet Rule

  • Lewis structures visually represent molecule connectivity.

  • Guidelines for drawing:

    1. Count total valence electrons.

    2. Sketch the skeleton with single bonds.

    3. Subtract electrons for bonds, distribute remaining as lone pairs.

    4. Convert lone pairs to create double/triple bonds if needed.

1.6 Strategies for Success: Drawing Lewis Dot Structures Quickly

  • Understanding common bonding patterns is key for efficiency.

1.7 Electronegativity, Polar Covalent Bonds, and Bond Dipoles

  • Covalent bonds can be nonpolar (identical atoms) or polar (different atoms).

  • Electronegativity (EN) determines the strength of electron attraction between atoms, affecting bond polarity.

1.8 Ionic Bonds

  • Ionic bonds occur due to significant differences in electronegativity.

  • Elements on the left side of the periodic table tend to lose electrons, while right-side elements gain them.

1.9 Assigning Electrons to Atoms: Formal Charge

  • Formal charge helps determine the charge of atoms in covalent molecules based on electron sharing.

1.10 Resonance Theory

  • Lewis structures sometimes inadequately describe molecules due to electron delocalization.

  • Resonance structures illustrate different possible electron configurations without altering atom positions.

1.11 Strategies for Success: Drawing All Resonance Structures

  • Electrons' movement in resonating structures can be depicted using curved arrows.

1.12 Shorthand Notations

  • Chemists often use shorthand notations to simplify the representation of structures in complex organic chemistry.

1.13 An Overview of Organic Compounds: Functional Groups

  • Functional groups dictate a molecule's reactivity and behavior.

  • Alkanes are defined as compounds with only C–C and C–H single bonds.

Common Functional Groups

  • Alkene: C=C

  • Thiol: C–SH

  • Aldehyde: –CHO

  • Amine: –NH2...

1.14 Introduction to Biomolecules

  • Four major classes of biomolecules in living organisms: proteins, carbohydrates, nucleic acids, lipids.

Proteins and Amino Acids

  • Amino acids are the building blocks of proteins.

  • Proteins perform various functions, including structural roles in tissues.

Carbohydrates

  • Carbohydrates serve several biological functions and are categorized primarily as monosaccharides (simple sugars) and polysaccharides (complex carbohydrates).

Nucleic Acids and Nucleotides

  • Nucleic acids store and transfer genetic information, consisting of nucleotides made up of:

    • An inorganic phosphate group

    • A cyclic sugar

    • A nitrogenous base.

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