Thermodynamics of Protonation of Tetramines with Different Degrees of N-Methylation

Article abstract of DOI:10.1021/j150601a015

In an attempt to give further insight into the effect of increasing methylation on the protonation of polyamines we studied the tetramines hexamethyltriethylenetetramine (trienMe6) and N,N,N"',N"'-tetramethyltriethylenetetramine (trienMe4).The results are discussed with special reference to the related compound triethylenetetramine (trien).Different methylation of both terminal and inner nitrogens apparently affects the thermodynamic functions.The ΔG⁰, ΔH⁰, and ΔS⁰ values suggest a unique protonation mechanism starting with the terminal nitrogen atoms.The stepwise entropy chenges are discussed on the basis of the releasing of water molecules.