Solvent effect on the optical rotation of (S)-(−)-α-methylbenzylamine

Abstract

The relation between the optical rotation of (S)-(−)-α-methylbenzylamine and solvent properties can be described by multiparameter equations. The determining factors in relatively neutral solvents are specific and nonspecific solvation. The [α]D value in polar solvents depends only on specific solvation, whereas the polarizability factor is insignificant. Steric hindrances and self-association are insignificant in neutral media, and an appreciable reduction of the [α]D value is likely to result from hindrances to the formation of H-complexes.