← General Chemistry

Unit 8: Advanced Theories of Covalent Bonding

Orbitals actually merging into hybrids, and a molecular orbital diagram that gets oxygen's magnetism right where Lewis structures fail.

7 topics · 27 questions

Each topic is a path, not a menu: work down it in order and every question builds on the one above. Click any of them to watch the answer draw itself.

8.1 Valence Bond Theory and Orbital Overlap

  1. How it worksHow does valence bond theory picture a covalent bond as two atomic orbitals merging into one shared region?
  2. Common mistakeWhy isn't a sigma bond just any bond that happens to lie along the axis connecting two nuclei?
  3. Going furtherWhat happens to bond strength as two overlapping orbitals are pulled farther and farther apart?
Your turn1 of 2
A sigma bond is often described as lying directly along the axis connecting two bonded nuclei. Why isn't a sigma bond simply defined as any bond that happens to lie along that axis?

8.2 sp3 Hybridization

  1. Common mistakeWhy isn't hybridization something that happens to an atom whether or not it's actually about to bond?
  2. How it worksHow do one s orbital and three p orbitals mix together to create four equivalent sp3 hybrid orbitals?
  3. Worked exampleFind the hybridization of the central carbon atom in methane, CH4, from its electron domain geometry.
  4. Going furtherWhat happens to nitrogen's hybridization in ammonia compared to carbon's in methane, given that nitrogen carries a lone pair?
Your turn1 of 2
Hybridization mixes 1 s orbital with 2 p orbitals on the same atom. How many equivalent hybrid orbitals does this produce in total?

8.2 sp2 Hybridization and π Bonds

  1. How it worksHow does mixing one s orbital with two p orbitals leave one unhybridized p orbital free to form a π bond?
  2. How it worksWalk me through how sideways overlap of two unhybridized p orbitals creates the π bond in ethylene, C2H4.
  3. Worked exampleFind the hybridization of each carbon atom in ethylene, C2H4.
  4. Common mistakeWhy isn't a double bond just two identical sigma bonds stacked directly on top of each other?
Your turn1 of 2
A carbon-carbon double bond is drawn as two parallel lines. Why isn't a double bond actually two identical sigma bonds stacked directly on top of each other?

8.3 sp Hybridization and Triple Bonds

  1. How it worksHow does sp hybridization leave two unhybridized p orbitals free to form the two separate π bonds in a triple bond?
  2. Worked exampleFind the hybridization of each carbon atom in acetylene, C2H2, and count its sigma and π bonds.
  3. Common mistakeWhy doesn't a triple bond simply have three times the bond strength of a single bond?
Your turn1 of 2
A carbon-carbon triple bond is stronger than a double bond, but not simply three times as strong as a single bond. Why doesn't a triple bond have exactly three times the strength of a single bond?

8.2 Hybridization for Expanded Octets: sp3d and sp3d2

  1. How it worksHow do d orbitals combine with s and p orbitals to build the sp3d and sp3d2 hybrids needed for five or six electron domains?
  2. Worked exampleFind the hybridization of the central atom in sulfur hexafluoride, SF6.
  3. Common mistakeWhy isn't expanded-octet hybridization available to elements sitting in the second row of the periodic table?
  4. Ties togetherHow does the hybridization needed for an expanded octet connect back to why period 3 elements can break the octet rule at all?
Your turn1 of 2
Sulfur (period 3) can form SF6 using sp3d2 hybridization, but nitrogen (period 2) can never form an analogous NF6-type expanded-octet compound. Why isn't expanded-octet hybridization available to period 2 elements?

8.4 Molecular Orbital Theory: Bonding and Antibonding Orbitals

  1. How it worksHow do two atomic orbitals combine mathematically into one bonding molecular orbital and one antibonding molecular orbital?
  2. How it worksWalk me through filling the molecular orbital diagram of H2 and reading off its bond order.
  3. Common mistakeWhy isn't an electron sitting in an antibonding orbital simply doing nothing to the bond?
  4. Going furtherWhat happens to the bond order, and to whether the molecule even exists, when you fill the same diagram for He2?
Your turn1 of 2
A diatomic molecule has 6 electrons filling its bonding molecular orbitals and 4 electrons filling its antibonding molecular orbitals. Find its bond order.

8.4 Molecular Orbital Diagrams for Period 2 Diatomics

  1. How it worksHow does mixing of the 2s and 2p orbitals flip the energy order of the sigma and π molecular orbitals for elements lighter than oxygen?
  2. Worked exampleFind the bond order and magnetic behavior of O2 by filling in its full molecular orbital diagram.
  3. Worked exampleFind the bond order of N2 from its molecular orbital diagram and compare it with O2's bond order.
  4. Common mistakeWhy can't a Lewis structure alone predict that O2 is paramagnetic?
  5. Ties togetherHow does molecular orbital theory's correct prediction for O2 show where valence bond theory and Lewis structures both fall short?
Your turn1 of 2
A period 2 diatomic molecule has 8 valence electrons filling bonding molecular orbitals and 4 valence electrons filling antibonding molecular orbitals. Find its bond order.