haloalkanes Flashcards
What are haloalkanes
Saturated organic compounds that contain carbon atoms and at least one halogen atom
Are halogenalkanes soluble in water?
- yes
- Halogens are more electronegative than carbon so the carbon-halogen bond is polar
- The positive carbon is electron deficient so it can be attacked by a nucleophile
Do halogenalkanes have a polar bond? Why?
- Yes contain a polar bond
- Halogen has a higher electronegativity than C so halogen-C bond is polar
What type of intermolecular forces do halogens have? Why?
Permanent dipole-dipole and London forces of attraction
C-X bond polarity creates permanent dipoles
When would halogenalkanes have higher boiling points?
- Increased carbon chain length
- Halogen further down group 7
What is the most important factor in determining halogen reactivity?
The strength of the carbon halogen bond
What would bond polarity suggest the order of reactivity would be in haloalkanes?
C-F would be most reactive as most polar bond
What would bond enthalpies suggest the order of reactivity would be?
C-I would be most reactive as it has the lowest bond enthalpy
What is a primary halogen?
The halogen atom is present at the end of the chain
Define nucleophile
Electron pair donor
Give 3 examples of nucleophiles
- OH-
- CN-
- NH3
What is nucleophilic substitution?
A reaction where a nucleophile donates a lone pair of electrons to a partially positive C atom, the partially negative atom leaves molecule and is replaced by nucleophile
What reactant often produces hydroxide ions for hydrolysis?
Water
What fission does water undergo to produce OH-
Heterolytic fission
What are CFCs?
Chlorine-fluoro-carbons, haloalkanes contains C,F and Cl only
What is the problem with CFCs
- Unreactive under normal conditions, they catalyse the breakdown of ozone in the atmosphere via free radical substitution
What is the main function of ozone layer
Provides protection from harmful UV radiation
How do CFCs break the ozone layer down
Free radical substitution
Write an equation for the overall decomposition of ozone into oxygen (O2)
2O3 -> 3O2
How do you produce alcohol from haloalkanes
- By a nucleophilic substitution reaction
- Use a warm aqueous alkali like NaOH to hydrolyse the haloalkane to an alcohol
- The reaction has to occur under reflux
What is needed for the hydrolyzation of haloalkanes to alcohols
Warm aqueous alkali like sodium hydroxide (NaOH) or potassium hydroxide (KOH)
What happens to the reactivity of haloalkenes down group 7?
The reactivity increases
What are the properties of chlorofluorocarbons (CFCs)
- Stable
- Volatile
- Non-flammable
- Non-toxic
Why are holes in the ozone layer harmful
Because they allow more harmful UV radiation to each Earth