Organic chemistry - 2 Flashcards
what is a haloalkane?
saturated compounds with one or more hydrogens replaced by halogen atoms (e.g F, Cl, Br, I)
what are the three classes of monohaloalkanes?
primary, secondary, tertiary
what are the rules for naming a haloalkane?
- halogen atom ( more than one - di, tri, tetra)
- name of compound based on longest unbranched chain
- show position
what type of reaction will haloalkanes undergo?
nucleophilic substitution reactions
Haloalkane + alkali -> ?
alcohol (+salt)
haloalkane + cyanide -> ?
nitrile (+salt)
haloalkane + alkoxide -> ?
ether (+salt)
how is an alkoxide made?
alcohol + alkali metal -> metal alkoxide + hydrogen
what are the steps of a nucleophilic substitution reaction of tertiary and some secondary haloalkanes?
step 1 - slow formation of carbocation
step 2 - fast attack by nucleophile
what type of reaction is a nucleophilic substitution reaction of tertiary and some secondary haloalkanes?
Sn1
what type of reaction is a nucleophilic substitution reaction of primary and some secondary haloalkanes?
Sn2
what are the steps of a nucleophilic substitution reaction of primary and some secondary haloalkanes?
step 1- slow attack by nucleophile
step 2 - formation of intermediate
what helps to stabilise Sn1 reactions?
alkyl groups around the cation
what is the term used to describe the stability in Sn1 reactions?
inductive stabilisation
what allows the nucleophile to attack in Sn2 reactions?
absence of bulky alkyl groups