Will an amine have a lower or higher rf than an imine when r

Will an amine have a lower or higher rf than an imine when run on a silica TLC plate? (The TLC can be run using 90% hexanes/10% ethyl acetate or 60% hexanes/40% ethyl acetate.)

The specific imine in question is the product of a reaction between p-chlorobenzaldehyde and p-anisidine. The amine is the imine reduced by NaBH4.

Solution

Rf = distance moved by the compound or spot / distance moved by the solvent.

The more polar a compound has the lower Rf value. Because Polar compound want to bond with polar silica, while non-polar compound will move fast with eleuent hence this non-polar has highest Rf value.

Usually amines are more polar than imines due to the availability of two lone pairs on the primary amine, thus an amine will have a lower Rf than an imine