A dipole moment study of n-trimethyl-ammoniobenzamidates and n-benzoyliminodimethylsulphur(iv)

Analysis of the dipole moments of N-trimethylammoniobenzamidates Me₃N⁺-N^?COC₆H₄X, with X = H, p-F, p-Cl or p-NO₂, and of N-aroyliminodimethylsulphur(IV) Me₂SNCOC₆H₄X (X = H and p-NO₂) shows that, as solutes, these compounds exist in the syn conformation. Models are proposed for N-trimethylammonio-orthochloroben-zamidate and N-orthocyanobenzoyliminodimethylsulphur(IV). The (Me₃N⁺-N^t-) and (SN) dipole moments, and the (N-CO) and (SN-CO) mesomeric moments, are derived and discussed.