Chapter 15
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Nucleophile
Electron pair donator Attracted to partially positive atoms Forms covalent bonds
Examples of nucleophiles
OH - H2O NH3
Explain nucleophile substitution
Atoms or group of atoms with an electron pair is exchanged for another atom The atom causing the substitution is a nucleophile that donates an electron pair
Nucleophile substitution
A haloalkane reacts with a nucleophile. The nucleophile replaces the halogen in a substitution reaction, forming a new product with a different functional group
Substitution reaction
Reaction where one atom is replaced by another to form a new product
what is Hydrolysis
The chemical reaction including H2O and OH (aq) that causes the breaking of bonds to form 2 products
Haloalkane (l) + NaOH (aq)
Alcohol + Na- halide
Haloalkane + H2O
Alcohol + H+ + X-
How does substitution reaction happen
Nucleophile approaches carbon on other side to reduce repulsion The OH- donates it’s lone pair of electrons to the partially positive carbon The lone pair induces heterolytic fission between C and leaving group Forms new covalent bond with C
What affects the rate of hydrolysis Pattern …
Depends on the strength of the C-H bond As you go down group 7 it decreases
Measuring the rate of hydrolysis (practical)
Set up test tubes of chloro-bromo-iodobutane Then add 1cm ethanol Put in water bathe 60C Add test tube of silver nitrate 0.1moldm-3 Test tubes reach constant Add 1cm of AgNO3 to each tube Record the time taken for precipitate to form
Haloalkane + silver nitrate
Alcohol + AgX
Why are chlorofluorocarbons inert
The high C-F C-Cl bond enthalpies make it hard to break
How does the ozone layer protect us
Acts as a filter by absorbing UV rays
The ozone layer naturally replenishes itself
O2 —> 2O* O* + O2 —> O3
How do CFCs deplete the ozone layer
CFCs absorb UV rays They breakdown to form Cl* Cl* catalysés the breakdown of O3
Propagation
Cl* + O3 —> ClO* + O2 ClO* + O —> Cl* + O2
Overall equation
O3 +O —> 2O2