How it works
This reaction map puts the starting compound, an aldehyde or a ketone, in the middle. Each arrow out of it carries a reagent and ends at a blank box: name the class of compound that arrow makes.
Read the full guide
Start in the middle
The middle box is the starting compound. An aldehyde and a ketone are both built on a C=O group, the carbonyl group.
Read the arrow
Each arrow names what reacts with the carbonyl group. The left half of the map adds hydrogen or carbon; the right half adds oxygen or nitrogen.
Name the box
Pick the class of compound the arrow makes. Four arrows say which starting compound they are for, because there an aldehyde and a ketone do not give the same product. More options holds the printouts: the blank map and the map with its answer key.
- A primary amine gives an imine; a secondary amine gives an enamine.
- Hemiacetal means half an acetal: one alcohol molecule has added, not two.
Questions and answers
What is the difference between an aldehyde and a ketone?
Both have a C=O group. In an aldehyde the carbonyl carbon holds a hydrogen atom; in a ketone it holds two carbon groups. That hydrogen is why an aldehyde is oxidized to a carboxylic acid and a ketone is not under the same conditions.
What does sodium borohydride do to an aldehyde or a ketone?
It reduces the C=O group to an alcohol. An aldehyde gives a primary alcohol and a ketone gives a secondary alcohol. Lithium aluminum hydride does the same.
What is the difference between a hemiacetal and an acetal?
A hemiacetal forms when one alcohol molecule adds to the carbonyl group: its carbon holds an OH group and an OR group. In an acetal a second alcohol molecule has replaced the OH group, so the carbon holds two OR groups.
Which reactions turn a ketone into an alkane?
The Wolff-Kishner reduction, which uses hydrazine and then a base with heat, and the Clemmensen reduction, which uses zinc amalgam in acid. Both turn the C=O group into a CH2 group.