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A-level Chemistry/OCR (Salters)/Alkenes
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ALKENES
Alkenes are unsaturated hydrocarbons
containing at least one double bond. What
should be the general formula of alkenes? If
there is one double bond between two carbon
atoms in alkenes, they must possess two
hydrogen atoms less than alkanes. Hence,
general formula for alkenes is CnH2n. Alkenes
are also known as olefins (oil forming) since
the first member, ethylene or ethene (C2H4) was
found to form an oily liquid on reaction with
chlorine.
Structure of Double Bond
Carbon-carbon double bond in alkenes
consists of one strong sigma (σ) bond (bond
enthalpy about 397 kJ mol–1) due to head-on
overlapping of sp2 hybridised orbitals and one
weak pi (π) bond (bond enthalpy about 284 kJ
mol–1) obtained by lateral or sideways
overlapping of the two 2p orbitals of the two
carbon atoms. The double bond is shorter in
bond length (134 pm) than the C–C single bond
(154 pm). You have already read that the pi (π)
bond is a weaker bond due to poor sideways
overlapping between the two 2p orbitals. Thus,
the presence of the pi (π) bond makes alkenes
behave as sources of loosely held mobile
electrons. Therefore, alkenes are easily attacked
by reagents or compounds which are in search
of electrons. Such reagents are called
electrophilic reagents. The presence of
weaker π-bond makes alkenes unstable
molecules in comparison to alkanes and thus,
alkenes can be changed into single bond
compounds by combining with the
electrophilic reagents. Strength of the double
bond (bond enthalpy, 681 kJ mol–1) is greater
than that of a carbon-carbon single bond in
ethane (bond enthalpy, 348 kJ mol–1).