ALKENES Flashcards
Definition: Pi bond
A bond formed by the sideways overlap of two py-orbitals, with the electrons above and below the plane of the bonding atoms
Definition: Sigma bond
A bond formed by the overlap of one orbital from each bonding atom, consisting of two electrons and with electron density centred round a line going directly between the nuclei of the two atoms
Why is a sigma bond stronger than a pi bond?
Electron density is higher in a sigma bond because it’s directly between the atoms (closer to the nuclei) however in the pi bond, the electrons are spread out so electrostatic attraction is weaker
Definition: Stereoisomerism
Molecules that have the same structural formula but a different arrangement of atoms in space
How does E/Z isomerism arise?
- Has to have a double bond (restricted rotation)
- Has to have two different groups on each atom of the double bond
When is it E isomerism?
When the priority groups are on opposite sides
What is cis/trans isomerism?
A special case of E/Z isomerism when one of the groups on each carbon of the double bond is the same. If the identical groups are on the same side it is cis and trans if they are opposite.
Products and conditions for hydrogenation
Ni catalyst, 423K
Alkene + H2 -> Alkane
Alkene + Halogen
Dihaloalkane
Room temperature
Alkene + HX
Haloalkane
Room temperature
Alkene + H20 (g)
Alcohol
Phosphoric acid catalyst
Definition: Electrophile
An electron pair acceptor
Definition: Addition reaction
The double bond (C=C) breaks and something is added
Two reactants become one product
Definition: Heterolytic fission
The breaking of a covalent bond forming a cation and an anion (both the electrons go to the same atom)
Markownikoff’s rule
When a hydrogen halide is added to an unsymmetrical alkene, the most likely product is the one in which the H atom adds to the carbon that already has the most H atoms attached to it