carbonyl compounds Flashcards
define aldehyde
at least one H attached to the carbonyl group
define ketone
at least 2 carbon attached to the carbonyl group
define carbonyl group
a functional group with a C=O double bond
define nucleophile
an atom/group of atoms attracted to an electron deficient centre
give 3 examples of nucleophiles
Br -
OH -
NH3
When oxidising aldehydes what is used as the oxidising agent
acidified potassium dichromate
(K2CrO7/ H2SO4)
explain the mechanism for the nucleophilic addition of aldehydes and ketones
- dipole present on carbonyl so susceptible to nucleophilic attack
- nucleophile donates pair of e- to the carbon which is electron deficient
- simultaneously the Pi electrons in the C=O bond break forming the intermediate
- extra e- pair are donated to neighbouring H+ to form the alcohol which is stable
what is the reducing agent in the reduction of carbonyls to give alcohols
NaBH4
sodium borohydride
why do cyanide ions react with carbonyls
CN- ions need to be acidified to react directly with C=O. This makes the compound more reactive as the C=O becomes more polar. The pH should be no lower than 4