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Reference Functional Group Atlas Summary Table

Summary Table

Estimated reading time: 2 min

In this section
Functional GroupStructureHybridizationGeometryPolarityTypical Reactivity
AlkaneC–C, C–Hsp³Tetrahedral (109.5°)NonpolarUnreactive scaffold
AlkeneC=Csp²Trigonal planar (120°)Weakly polarElectrophilic addition
AlkyneC≡CspLinear (180°)Weakly polarAddition; acidic terminal C–H
AreneDelocalized ringsp²Planar hexagonNonpolarElectrophilic aromatic substitution
Alkyl halideC–Xsp³TetrahedralPolarSubstitution, elimination
AlcoholC–O–Hsp³Tetrahedral / bent at OPolarWeak acid; nucleophile; substrate for substitution/elimination
PhenolAr–O–Hsp²PlanarPolarMore acidic than alcohols; activates ring toward EAS
EtherC–O–Csp³Bent at OPolar bonds, no H-bond donorLargely unreactive; common solvent
AldehydeR–CHOsp²Trigonal planarStrongly polarNucleophilic addition
KetoneR–CO–R′sp²Trigonal planarStrongly polarNucleophilic addition
Carboxylic acidR–COOHsp²Trigonal planarHighly polarAcidic; acyl substitution
Acid chlorideR–COClsp²Trigonal planarVery polarMost reactive acyl substitution
AnhydrideR–CO–O–CO–R′sp²Trigonal planarPolarReactive acyl substitution
EsterR–CO–O–R′sp²Trigonal planarPolarModerate acyl substitution; hydrolysis
AmideR–CO–NR′₂sp² (C and N)PlanarPolar, N lone pair delocalizedLeast reactive acyl derivative; very stable
Acetal/HemiacetalC(OR)(OR)/C(OH)(OR)sp³TetrahedralPolarReversible, acid-catalyzed; protecting group
AmineC–NR₂sp³Trigonal pyramidal (~107°)PolarBasic; strongly nucleophilic
Aromatic heterocycleRing with N/O/Ssp²PlanarVariableSubstitution; heteroatom-directed reactivity