Aldehydes and ketones Flashcards
how are aldehydes produced
partial oxidation of primary alcohols
describe the three tests for aldehydes?
tollens reagent- add NaOH and ammonia.Aldehyde produces silver mirror precipitate. No reaction for ketones
fehlings solution- heated up. Ammonia produces red precipitate of copper oxide. No reaction for ketones
potassium dichromate solution - turns aldehydes green to orange. No reaction for ketones
how are all ketones and aldehydes reduced to primary and secondary alcohol?
NaBh4 where :H- acts as a nucleophile
in a nucleophillic addidtion reaction
the :H- attacks the C+ in the C=O
the reaction requires a H+ so it occurs in aqueous conditions
describe the process of nucleophillic addition?
nucleophile e.g(:CN)
attacks positive charge on C+ in C=O carbonyl
C=O double bond is broken
lone pairs move from nucleophile to C+
lone pairs in :O move from O to aqueous substance e.g H
this produces OH
how are hydroxynitriles formed?
:CN- nucleophile can attack ketones/aldehydes to form hydroxynitriles in a nucleophillic addition reaction
why is the :H- in NaBH4 an unlikely nucleophile?
the negatively charged :H- could potentially deflect against the high electron density around the C=C bond