Skip to main content

Relative Acid Strength II

In each of the following sections four compounds are listed. In the box under each formula enter a number (1 to 4) indicating the order of acid strength (1 is strongest & 4 is weakest). .
Note that C6H5- represents a phenyl group.

(A)
CH3CH2CH2CO2H CH3CH2CHBrCO2H ClCH2CH2CH2CO2H CH3CH2CCl2CO2H
(B)
C6H5CH2OH C6H5CO2H C6H5OCH3 C6H5OH
(C)
Cyclohexanol structure, a cyclohexane ring bearing a hydroxyl group Cyclopentanecarboxylic acid structure, cyclopentane ring with a CO2H group 3,3-dimethyl-2-pentanone structure, a ketone 1,4-dioxane structure, a six-membered ring with two oxygen ether atoms
(D)
Aniline structure, benzene ring bearing an NH2 amino group Piperidine structure, six-membered ring with one N-H nitrogen (secondary amine) N-methylpyrrolidine structure, five-membered ring with N-CH3 (tertiary amine, no N-H) 2-piperidinone structure, a six-membered lactam (cyclic amide)

For a brief discussion of each problem click the appropriate button: