(S)-(-)-2-Methyl-1-butanol can be converted to (+)-2-methylbutanoic acid without breaking any of the bonds to the asymmetric carbon. What is the configuration of (-)-2-methylbutanoic acid?
SOLUTION We know that ( + )-2-methylbutanoic acid has the relative configuration shown because it was formed from ( S )-(-)-2-methyl-1-butanol without breaking any bonds to the asymmetric carbon. Therefore, we know that ( + )-2-methylbutanoic acid has the S configuration. We can conclude then that (-)-2 -methylbutanoic acid has the R configuration.