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Exercise · Q17

Q.State the hybridisation, bond angle and geometry at the carbon atoms of ethene, and explain why rotation about the C=C\text{C=C} bond is restricted.

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Each carbon of ethene is sp2sp^2 hybridised (one ss + two pp orbitals mixed), giving three coplanar sigma-bonding orbitals at ≈120°\approx 120° to each other -- a trigonal planar arrangement -- plus one unhybridised pp orbital left perpendicular to that plane on each carbon. The C=C\text{C=C} double bond is one sigma bond, from head-on overlap of the two carbons' remaining sp2sp^2 orbitals, PLUS one pi bond, from sideways overlap of their two parallel, perpendicular pp orbitals above and below the molecular plane. This sideways overlap is only effective while the two pp orbitals remain parallel; rotating one carbon relative to the other about the C–C\text{C--C} axis would twist the pp orbitals out of alignment, reducing and eventually destroying their overlap and so breaking the pi bond -- an energetically very costly process (breaking a real chemical bond) compared with the essentially free rotation possible about a …

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