A kinetic study of mercury(II) transport through a membrane assisted by new transport reagent.

BACKGROUND: A new organodithiophosphorus derivative, namely O-(1,3-Bispiperidino-2-propyl)-4-methoxy phenyldithiophosphonate, was synthesized and then the kinetic behavior of the transport process as a function of concentration, temperature, stirring rate and solvents was investigated. RESULTS: The compound 1 was characterized by elemental analysis, IR, 1H and 31P NMR spectroscopies. The transport of mercury(II) ion by a zwitterionic dithiophosphonate 1 in the liquid membrane was studied and the kinetic behavior of the transport process as a function of concentration, temperature, stirring rate and solvents was investigated. The compound 1 is expected to serve as a model liquid membrane transport with mercury(II) ions. CONCLUSION: A kinetic study of mercury(II) transport through a membrane assisted by O-(1,3-Bispiperidino-2-propyl)-4-methoxy phenyldithiophosphonate was performed. It can be concluded that the compound 1 can be provided a general and straightforward route to remove toxic metals ions such as mercury(II) ion from water or other solution.

Dimethyl (2-hydr-oxy-4-phenyl-but-3-en-2-yl)phospho-nate.

In the title compound, C(12)H(17)O(4)P, the phenyl-butenyl group is disordered over two sets of sites with an occupancy ratio of 0.755 (12):0.245 (12). In the crystal, inversion dimers linked by pairs of O-H⋯O hydrogen bonds occur, forming R(2) (2)(10) ring motifs. The packing is consolidated by weak C-H⋯π inter-actions.

Dimethyl (1-hydr-oxy-1,2-diphenyl-ethyl)phospho-nate.

In the mol-ecule of the title compound, C(16)H(19)O(4)P, the coordination around the P atom is distorted tetra-hedral. The aromatic rings are oriented at a dihedral angle of 72.28 (11)°. Intra-molecular C-H⋯O hydrogen bonding result in the formation of five- and six-membered rings. In the crystal structure, inter-molecular C-H⋯O hydrogen bonds link the mol-ecules. There is also a weak C-H⋯π inter-action.

Dimethyl [hydr-oxy(2-nitro-phen-yl)meth-yl]phospho-nate.

In the title compound, C(9)H(12)NO(6)P, intra-molecular C-H⋯O hydrogen bonds form five- and six-membered rings. In the crystal, inversion dimers lined by pairs of C-H⋯O hydrogen bonds occur with ring motifs R(2) (2)(10). The O atom of the hydr-oxy group behaves as an accepter and the benzene ring as donor. Adjacent dimers are connected through O-H⋯O links.

Diethyl (1-hydr-oxy-1-phenyl-ethyl)phospho-nate.

The title compound, C(12)H(19)O(4)P, has a distorted tetra-hedral geometry around the P atom. The molecules form dimers with R(2) (2)(10) ring motifs due to inter-molecular O-H⋯O hydrogen bonds. The double-bonded O atom of the phospho-nate group behaves as an acceptor and the hydr-oxy group acts as a donor. Both of the ethyl groups are disordered with occupancies of 0.55:0.45 and 0.725:0.275.

Diethyl (1-hydr-oxy-1,2-diphenyl-ethyl)phospho-nate.

In the title compound, C(18)H(23)O(4)P, the dihedral angle between the aromatic ring planes is 69.94 (14)°. Both ethyl side chains are disordered over two sets of sites, with occupancy ratios of 80:20 and 70:30. In the crystal, inversion dimers linked by pairs of O-H⋯O hydrogen bonds occur, leading to R(2) (1)(8) loops, and C-H⋯O and weak C-H⋯π inter-actions are also seen.

Dimethyl (1-hydr-oxy-1,2-diphenyl-ethyl)phospho-nate.

In the crystal of the title compound, C(16)H(19)O(4)P, the mol-ecules are dimerized with R(2) (2)(10) ring motifs through the hydr-oxy and P=O O atoms. The dihedral angle between the aromatic rings is 66.89 (9)°. There are π-π inter-actions [centroid-centroid distance = 3.9669 (16) Å] between the benzene rings of adjacent benzyl groups. A C-H⋯π inter-action between the aromatic rings where C-H is from a benzyl group is also present.