GENERAL ORGANIC CHEMISTRY (GOC)
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┌─────────────────────┼─────────────────────┐
│ │ │
HYBRIDIZATION NOMENCLATURE ISOMERISM
│ │ │
┌────┤ ┌─────┤ ┌──────┤
│ sp3│ │Longest chain│ │Structural│
│109.5°│ │Lowest locant│ │ chain │
│ sp2│ │Suffix/prefix│ │ position │
│120° │ │Priority group│ │fn. group │
│ sp │ └───────────── │metamers │
│180° │ │Stereo │
│%s-char│ │ E/Z │
└─────┘ │ Optical │
│ Meso │
└──────────┘
│ │
ELECTRONIC EFFECTS INTERMEDIATES & MECHANISMS
│ │
┌────┤ ┌───────┤
│Inductive│ │Carbocation│
│ +I alkyl│ │3°>2°>1°>0│
│ -I halo │ │sp2, empty p│
│Mesomeric│ │+I + hyperconj│
│ +M: OH,NH2│ │ │
│ -M: NO2,CHO│ │Carbanion │
│Hyperconj│ │0>1°>2°>3°(stab)│
│ C-H sigma│ │sp3, lone pair │
│ alpha-H │ │-I/-M stabilize│
│ no-bond res│ │ │
└─────────┘ │Free Radical │
│3°>2°>1°>CH3• │
│Homolytic fission│
│UV/heat │
└───────────────┘
Central Principle: All concepts in GOC trace back to electron availability and distribution. Where electrons go determines stability, and stability determines what reactions occur and what products form.