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- https://chem.libretexts.org/Bookshelves/Organic_Chemistry/Organic_Chemistry_II_(Morsch_et_al.)/15%3A_Benzene_and_Aromaticity/15.02%3A_Structure_and_Stability_of_BenzeneThe six-membered ring in benzene is a perfect hexagon with all carbon-carbon bonds having an identical length of 139 pm 1 . The 139 pm bond length is roughly in between those of a C=C double bond (134...The six-membered ring in benzene is a perfect hexagon with all carbon-carbon bonds having an identical length of 139 pm 1 . The 139 pm bond length is roughly in between those of a C=C double bond (134 pm) and a C-C single (154 pm) which agrees with the benzene ring being a resonance hybrid made up of 1.5 C-C bonds.
- https://chem.libretexts.org/Courses/Smith_College/CHM_223_Chemistry_III%3A_Organic_Chemistry_(2024)/10%3A_Benzene_and_Aromaticity/10.03%3A_Structure_and_Stability_of_BenzeneThe six-membered ring in benzene is a perfect hexagon with all carbon-carbon bonds having an identical length of 139 pm 1 . The 139 pm bond length is roughly in between those of a C=C double bond (134...The six-membered ring in benzene is a perfect hexagon with all carbon-carbon bonds having an identical length of 139 pm 1 . The 139 pm bond length is roughly in between those of a C=C double bond (134 pm) and a C-C single (154 pm) which agrees with the benzene ring being a resonance hybrid made up of 1.5 C-C bonds.
- https://chem.libretexts.org/Courses/can/CHEM_232_-_Organic_Chemistry_II_(Puenzo)/02%3A_Benzene_and_Aromaticity/2.03%3A_Structure_and_Stability_of_BenzeneIn the bonding picture for pyridine, the nitrogen is sp 2 -hybridized, with two of the three sp 2 orbitals forming sigma overlaps with the sp 2 orbitals of neighboring carbon atoms, and the third nitr...In the bonding picture for pyridine, the nitrogen is sp 2 -hybridized, with two of the three sp 2 orbitals forming sigma overlaps with the sp 2 orbitals of neighboring carbon atoms, and the third nitrogen sp 2 orbital containing the lone pair electrons.
- https://chem.libretexts.org/Courses/University_of_California_Irvine/UCI%3A_General_Chemistry_1A_(OpenChem)/245Energies_of_Orbitals(OpenChem)
- https://chem.libretexts.org/Bookshelves/Organic_Chemistry/Organic_Chemistry_(OpenStax)/15%3A_Benzene_and_Aromaticity/15.02%3A_Structure_and_Stability_of_BenzeneBenzene (C6H6) has six fewer hydrogens than the six-carbon cycloalkane cyclohexane (C6H12) and is clearly unsaturated, usually being represented as a six-membered ring with alternating double and sing...Benzene (C6H6) has six fewer hydrogens than the six-carbon cycloalkane cyclohexane (C6H12) and is clearly unsaturated, usually being represented as a six-membered ring with alternating double and single bonds. Yet it has been known since the mid-1800s that benzene is much less reactive than typical alkenes and fails to undergo typical alkene addition reactions.
- https://chem.libretexts.org/Courses/University_of_California_Irvine/UCI%3A_General_Chemistry_1A_(OpenChem)/004Examples_-_MO_Theory_-_p_Orbitals(OpenChem)
- https://chem.libretexts.org/Courses/University_of_Alberta_Augustana_Campus/AUCHE_252_-_Organic_Chemistry_II/07%3A_Conjugated_Pi_Systems/7.05%3A_Structure_and_Stability_of_BenzeneThe six-membered ring in benzene is a perfect hexagon with all carbon-carbon bonds having an identical length of 139 pm 1 . The 139 pm bond length is roughly in between those of a C=C double bond (134...The six-membered ring in benzene is a perfect hexagon with all carbon-carbon bonds having an identical length of 139 pm 1 . The 139 pm bond length is roughly in between those of a C=C double bond (134 pm) and a C-C single (154 pm) which agrees with the benzene ring being a resonance hybrid made up of 1.5 C-C bonds.
- https://chem.libretexts.org/Workbench/LCDS_Organic_Chemistry_OER_Textbook_-_Todd_Trout/15%3A_Benzene_and_Aromaticity/15.03%3A_Structure_and_Stability_of_BenzeneThe bonding orbitals ψ 2 and ψ 3 have the same energy and are said to be degenerate, as are the antibonding orbitals ψ 4 * and ψ 5 *. The orbitals ψ 3 and ψ 4 * have no π electron density on two carbo...The bonding orbitals ψ 2 and ψ 3 have the same energy and are said to be degenerate, as are the antibonding orbitals ψ 4 * and ψ 5 *. The orbitals ψ 3 and ψ 4 * have no π electron density on two carbons because of a node passing through these atoms.
- https://chem.libretexts.org/Bookshelves/General_Chemistry/General_Chemistry_Supplement_(Eames)/Quantum_Chemistry/Electron_ConfigurationsOrbitals with the same energy are called degenerate. (In other contexts, degenerate means immoral, or other bad things.) In general, the more complications you add, like more electrons, neighboring at...Orbitals with the same energy are called degenerate. (In other contexts, degenerate means immoral, or other bad things.) In general, the more complications you add, like more electrons, neighboring atoms, magnetic fields, etc, the fewer orbitals are degenerate. The only other thing you need to know about electron configurations right now is that there are some exceptions to the rules about what order they fill in (mostly in the d and f blocks).
- https://chem.libretexts.org/Bookshelves/Organic_Chemistry/Organic_Chemistry_(Morsch_et_al.)/15%3A_Benzene_and_Aromaticity/15.02%3A_Structure_and_Stability_of_BenzeneThe six-membered ring in benzene is a perfect hexagon with all carbon-carbon bonds having an identical length of 139 pm 1 . The 139 pm bond length is roughly in between those of a C=C double bond (134...The six-membered ring in benzene is a perfect hexagon with all carbon-carbon bonds having an identical length of 139 pm 1 . The 139 pm bond length is roughly in between those of a C=C double bond (134 pm) and a C-C single (154 pm) which agrees with the benzene ring being a resonance hybrid made up of 1.5 C-C bonds.
- https://chem.libretexts.org/Courses/Alma_College/Organic_Chemistry_I_(Alma_College)/02%3A_Conjugation_Resonance_and_Aromaticity/2.06%3A_Structure_and_Stability_of_BenzeneThe six-membered ring in benzene is a perfect hexagon with all carbon-carbon bonds having an identical length of 139 pm 1 . The 139 pm bond length is roughly in between those of a C=C double bond (134...The six-membered ring in benzene is a perfect hexagon with all carbon-carbon bonds having an identical length of 139 pm 1 . The 139 pm bond length is roughly in between those of a C=C double bond (134 pm) and a C-C single (154 pm) which agrees with the benzene ring being a resonance hybrid made up of 1.5 C-C bonds.