Questions: Give the IUPAC name for the following compound.
Multiple Choice
(S)-2-Hydroxypentan-4-one
(S)-4-Hydroxypentan-2-one
(R)-2-Hydroxypentan-4-one
(R)-4-Hydroxypentan-2-one
Transcript text: Give the IUPAC name for the following compound.
Multiple Choice
(S)-2-Hydroxypentan-4-one
(S)-4-Hydroxypentan-2-one
(R)-2-Hydroxypentan-4-one
(R)-4-Hydroxypentan-2-one
Solution
Solution Steps
Step 1: Identify the parent chain.
The longest carbon chain contains five carbons, making it pentane. Since it contains a ketone, it's a pentanone.
Step 2: Number the carbons.
We number the carbons so that the ketone gets the lowest possible number. Therefore, the ketone is on carbon 2, giving us pentan-2-one.
Step 3: Name and locate the substituent.
There is a hydroxyl group on carbon 4. This gives us 4-hydroxypentan-2-one.
Step 4: Determine the stereochemistry.
The hydroxyl group is on a chiral carbon. Prioritize the groups attached to the chiral carbon (carbon 4):
OH
The carbon chain towards the ketone.
The carbon chain towards the methyl group.
Hydrogen (not shown)
The order of the groups 1-2-3 goes counterclockwise, which indicates S configuration.