Halogenoalkanes - Organic 1 Flashcards
Are halogenoalkanes soluble in water?
Insoluble as C-H bonds are non-polar, not compensated for enough by C-X bond polarity
Do halogenoalkanes have a polar bond? why?
Yes polar, as halogen has a higher electronegativity than C ( halogen is δ-, carbon is δ+)
Which intermolecular forces do they have? why?
Permanent dipole-dipole and van der Waals forces of attraction
C-X bond polarity creates permanent dipoles
When would they have higher boiling points?
Increase Carbon chain length Halogen further down group 7
How would the mass of a haloalkane compare with the mass of an alkane of the
same chain length?
Greater as mass of halogen > mass of H
What is the most important factor in determining their reactivity?
Carbon-halogen bond enthalpy
What is the order of reactivity of halogenoalkanes?
Although C-F is the most polar bond, the bond enthalpy of C-X decreases down the group, so reactivity increases down the group
Give 3 examples of
nucleophiles
:OH- :CN- :NH3
used in nuc. sub. and elimination
What is a nucleophile?
A negatively charged ion/δ− atom with a lone pair of electrons which can be donated to an electron deficient atom
What is nucleophilic substitution?
A reaction where a nucleophile donates a lone pair of electrons to δ+ C atom, δ− atom leaves molecule (replaced by nucleophiles)
produces alcohols/amines from halogenoalkanes
Draw the mechanism for the reaction of bromoethane with NaOH (aq).
check google
Draw the mechanism for the reaction of bromoethane with KCN
check google
Draw the mechanism for the reaction of bromoethane with NH3
check google
Draw a mechanism for the reaction of bromoethane with NaOH in ethanol
check google
What are CFCs?
Chlorine-fluoro-carbons - haloalkanes containing C, F and Cl only (no H)
