Aldehydes And Ketones Flashcards
Primary alcohol to aldehyde conditions and reagent
Oxidation
K2Cr2O7 +H2SO4
Heat and distil off product
Aldehyde to primary alcohol conditions
Aqueous NaBH4
Reduction
Aldehyde to carboxylic acid conditions
Tollens or fehlings or
K2Cr2O7+H2SO4
Heat or reflux
Oxidation
Secondary alcohol to ketone
Oxidation
K2Cr2O7 +H2SO4
Heat or reflux
Ketone to secondary alcohol
Aqueous NaBH4
Reduction
Ketone to carboxylic acid
DOESNT REACT
K2Cr2O7 +H2SO4
Orange Cr2O72- ions are reduced to green Cr3+ ions as they oxidise the alcohol/aldehyde
Tollens reagent
Contains [Ag(NH3)2]+ ions that are reduced to a silver mirror as it oxidised the aldehyde to a carboxylic acid
Fehlings reagent
Blue solution contains Cu2+ ions which are reduced to a brick red ppt of Cu2O as it oxidised the aldehyde to a carboxylic acid
Reaction of aldehydes and ketones to form alcohols
NaBH4 aqueous
Primary alcohol formed from aldehyde and secondary from ketone
Reaction of aldehydes and ketones to form hydroxynitriles (racemates)
Aqueous KCN followed by dilute acid
Why does the addition of KCN normally form a racemic mixture
Due to the planar nature of the C=O group, the CN- ion has an equal chance of attaching the delta positive from above or below
Why isn’t HCN used instead of KCN?
toxic and weakly acidic do don’t get many H+‘a and CN-‘s