Haloalkaes Flashcards
What are halo alkanes
Compounds containing carbon, hydrogen and at least one halogen atom
Primary halolkanes
One carbon attatched to the carbon adjoining the halogen
Secondary halo alkane
2 carbons attatched to carbon atom adjoining the halogen
Tertiary halolkanes
3 carbons attatched to the carbon atom ajoining the halogen
Carbon - halogen polar bond in halolkanes
Halogens are (generally) more electronegative than carbon - so POLAR The polar positive carbon is electron dificient - can be attatcked by a nucleophile
Neucelophiles
Elecron pair donators
OH- , CN- and NH3 are all
React with halolkanes
Water - nucleophile but reacts SLOWLY
Hydrolysis
Involves water or an aqueous solution of a hydroxide
Reagent = OH-( e.g. NaOH)
Heat under reflux
Halo alkane — alcohol
What happens in hydrolysis of halo alkanes - nucleophilic substitution
Nucleophile approaches carbon (attatched to halogen)on OPPOSITE side
Direction of OH- ion minimises repulsion between nuc and slightly negative halogen
A lone pair of electrons on OH- ion donated to slightly positive carbon
Bond between oxygen of OH- and Carbon atom
The carbon- halogen bond breaks by HETEROLYTIC fission
Halide ion and alcohol produced
Water as nucleophile for hydrolysis ?
Slower reaction
Produces H+ ion too
Strength of carbon- halogen bond in halolkanes
Weaker bond = faster reaction
As the bonding electrons get further from nucleus - more shielding- bond enthalpies LOWER
Iodoalkanes react faster than bro alkanes
Testing strength of carbon halogen bond with silver nitrate ions
Ag+ + X- —- AgX
The silver ions react with halide ions ONCE THEY form , giving a silver halide precipitate
Faster precipitate = faster substitution reaction = more reactive halo alone
AgI precipitate
Chlorofluorocarbons
Halo alkanes
Chlorine, fluorine and carbon
Stable, volatile, non flammable , non toxic
What is the ozone layer
Outer edge of atmosphere- 10-40km from earths surface
O3
Absorbs UV Ray’s from sun
Formed naturally, when an oxygen is broken down into 2 free radicals by UV
Ozone formation
O2 +UV—– O+O
O2+O— O3
Ozone depletion equation
O3+ UV– O2+ O