Organic Chemistry - carbonyl compounds Flashcards
what are carbonyl compounds?
molecules that contain carbonyl functional groups, C = O
aldehydes
attach to one carbon atom, they have functional group C = O
ketone
attach to two carbon atoms, they have functional group C = O
simple test for aldehydes and ketones
aldehydes will react with oxygen and form carbonxylic acid, but ketone wouldn’t
tollens’ reagent
of Ag(NH3)2+ — colourless solution dissolved in aqueous ammonia. if it’s heated in a test tube with an aldehyde, a silver mirror forms after a few minutes.
aldehydes and ketones are flammable, so they must be heated in a water bath rather than over a flame
fehling’s solution
is a blue solution of complexed copper(ll) ions dissolved in sodium hydroxide. if it’s heated with an adehyde, the solution will become a brick red ppt of
hydroxynitriles
molecules which contain a hydroxyl group (OH) and a nitrile group (CN)
the _____ group is the most important
nitrile
carboxylate salts
sodium methanoate
sodium butanoate
acyl chlorides
Acid chlorides are named using the suffix: –anoyl chloride
propanoyl chloride
ethanoyl chloride
The group is always at the end of the molecule, so numbering is not necessary.
acid anhydrides
If both alkyl groups are the same, acid anhydrides are named using the suffix –anoic anhydride
Eg
ethanoic anhydride
If the alkyl groups are different, each must be specified:
Eg
methanoic ethanoic anhydride
amides
Amides are named using the suffix –anamide
Eg
propanamide
methanamide
The group is always at the end of the molecule, so numbering is not necessary.
esters
Esters are named using an alkyl prefix to indicate the group attached to the single O and the suffix –anoate to indicate the group attached to both oxygen atoms.
Eg
methyl methanoate
The methyl indicates the number of carbons in the chain attached to the single O (ie 1), and the methanoate indicates the number of carbons in the chain attached to both O atoms
propyl ethanoate
N-substituted amides
N-substituted amides are named using an N-alkyl prefix to indicate the group attached to the N only and the suffix –anamide to indicate the group attached to both O and N atoms.
Eg
N-ethyl ethanamide
The ethyl indicates the number of carbons in the chain attached to the N only (ie 2) and the ethanamide indicates the number of carbons in the chain attached to both N and O (ie 2)
N-methyl propanamide
amines
Primary amines are named using the prefix amino- followed by the suffix –ane.
If the carbon chain contains more than 2 carbon atoms, the amino should be preceded by a number to indicate the position of the amino group on the chain.
Eg
aminomethane
2-aminopropane
Secondary amines are named by using a N-alkyl prefix to indicate the nature of the shorter chain attached to the N atom. The longest chain is named afterwards, followed by the suffix –ane.
Eg
N-methylaminoethane
N-methyl, 2-aminopropane
Tertiary amines are named in the same way as secondary amines. The two shortest alkyl groups are indicated with a N-alkyl prefix.
Eg
N-methyl, N-ethylaminoethane
N-methyl, N-ethyl, 1-aminopropane