4.1.3 Reactions of Alkenes
β‘ The Reactivity of Alkenes
π§ͺ Why are alkenes more reactive than alkanes?
Alkenes contain a C=C double bond, made up of:
Ο-bond (sigma bond)
Ο-bond (pi bond)
Ο-electrons are found above and below the plane of the Ο-bond.
Since Ο-electrons are more exposed, they break easily, allowing alkenes to undergo addition reactions β Β
π Bond Enthalpy DataΒ
π₯ Why does the Ο-bond break first?
π The Ο-bond is weaker than the Ο-bond, so it breaks first, allowing addition reactions to occur!
π Addition Reactions of Alkenes
π Alkenes react easily with small molecules, breaking the Ο-bond and forming new bonds!
π Common addition reactions:
β
Hydrogenation (Hβ, Ni catalyst)
β
Halogenation (Clβ, Brβ)
β
Hydrogen halides (HCl, HBr)
β
Hydration (HβO, acid catalyst)
π₯ Hydrogenation of Alkenes
π¨βπ¬ What happens?
Alkenes react with hydrogen gas (Hβ)
Requires a nickel catalyst (Ni) at 423 K
Converts alkenes β alkanes
π Example:
π Propene + Hydrogen β Propane
π§ͺ Halogenation of Alkenes
β‘ Reaction with halogens (Clβ, Brβ) β dihaloalkanes
π Example:
π§ Β Bromine water test:
Orange bromine water + alkeneΒ β colourless (C=C bond present β so unsaturated)
No change if alkane (C-C only β so unsaturated)
π Example Reaction:
Propene + Brβ β 1,2-dibromopropane
this is an electrophilic addition reaction
π¨ Addition of Hydrogen Halides (HCl, HBr)
π₯ Reaction:
Alkenes react with gaseous hydrogen halides at room temperature
Forms haloalkanes (CβX bonds)
π Example Reaction:
Propene + HCl β 1-chloropropane / 2-chloropropane
π Key Concept:
π Unsymmetrical alkenes β two possible products!
Click here to see the mechanism for this electrophilic addition reaction
π§ Hydration of Alkenes (HβO Addition)
π° Formation of Alcohols
Alkenes + steam (HβO, g) β alcohols
Requires phosphoric acid catalyst (HβPOβ)
π Example:
Propene + HβO β propan-1-ol / propan-2-ol
π Study Tip:
π‘ Sulfuric acid (HβSOβ) can also be used as the acid catalyst!