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Organic Chemistry Test 1 Key Concepts

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  • Subatomic particles in an atom

    Protons (positive charge, in nucleus), neutrons (neutral, in nucleus), and electrons (negative charge, in orbitals).

  • Electron configuration for first 18 elements

    Arrangement of electrons in orbitals; know energy levels and which orbitals are degenerate (equal energy).

  • Lewis structure

    A diagram showing the bonding between atoms and lone pairs of electrons in a molecule.

  • Electronegativity

    The tendency of an atom to attract electrons in a chemical bond.

  • Polar vs nonpolar covalent bonds

    Polar bonds have unequal sharing of electrons; nonpolar bonds share electrons equally.

  • Dipole and dipole moment

    A dipole is a separation of charge; dipole moment measures the polarity of a bond or molecule.

  • Formal charge

    Charge assigned to an atom in a molecule assuming equal sharing of electrons in bonds.

  • Resonance structures

    Different Lewis structures representing the same molecule; major contributors are more stable forms.

  • Condensed structural formula

    A shorthand notation showing atoms and their connectivity without drawing all bonds explicitly.

  • Bond-line (line-angle) formula

    A simplified drawing of organic molecules showing bonds as lines and carbons at line ends or vertices.

  • Isomers

    Compounds with the same molecular formula but different structures; includes constitutional and stereoisomers.

  • Constitutional vs stereoisomers

    Constitutional isomers differ in connectivity; stereoisomers differ in spatial arrangement.

  • Cis and trans isomers

    Cis isomers have substituents on the same side; trans have substituents on opposite sides.

  • Effect of polarity on solubility

    Polar compounds dissolve well in polar solvents; nonpolar compounds dissolve better in nonpolar solvents.

  • Arrhenius, Brønsted-Lowry, and Lewis acids and bases

    Arrhenius: acids produce H+, bases produce OH-.
    Brønsted-Lowry: acids donate protons, bases accept protons.
    Lewis: acids accept electron pairs, bases donate electron pairs.

  • Acid and base strength

    Determined by the extent of ionization; stronger acids/bases ionize more completely.

  • Ka, pKa, Kb, pKb

    Equilibrium constants for acid/base dissociation; pKa and pKb are their negative logarithms.

  • Conjugate acid-base pairs

    Acid and base that differ by one proton; strength inversely related between conjugates.

  • Equilibrium position in acid-base reactions

    Favored toward the weaker acid and base; determined by relative pKa values.

  • Functional group

    A specific group of atoms responsible for characteristic chemical reactions of a compound.

  • Common functional groups in organic compounds

    Alkanes, alkenes, alkynes, aromatic rings, alcohols, ethers, aldehydes, ketones, carboxylic acids, esters, amides, amines, nitriles.

  • First 10 linear alkanes

    Methane, ethane, propane, butane, pentane, hexane, heptane, octane, nonane, decane.

  • Naming branched alkanes (IUPAC)

    Identify longest chain, number carbons to give substituents lowest numbers, name substituents alphabetically.

  • Naming cycloalkanes (IUPAC)

    Prefix 'cyclo-' added to alkane name; substituents numbered to give lowest possible numbers.

  • Physical properties of alkanes and cycloalkanes

    Generally nonpolar, low boiling points; properties vary with molecular size and shape.

  • Chair conformation of cyclohexane

    Most stable 3D shape of cyclohexane minimizing strain; has axial and equatorial positions.

  • Cis and trans cycloalkanes

    Cis: substituents on same side of ring; trans: substituents on opposite sides.

  • Chair conformations of substituted cyclohexanes

    Draw chairs showing substituents axial or equatorial; stability depends on substituent position.

  • Most stable chair conformation

    Conformation with bulky groups in equatorial positions to reduce steric strain.

  • Complete vs incomplete combustion

    Complete combustion produces CO2 and H2O; incomplete combustion produces CO, C, or other products.

  • Balanced equation for complete combustion of alkanes

    Alkane + O2 → CO2 + H2O; balance C, H, and O atoms.