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|Solvent/water partitioning and extraction of dimethyl methylphosphonate: importance of hydrogen-bonding
|United States. Army. Office of the Chief of Engineers
Leggett, Daniel C.
|Dimethyl methylphosphonate (DMMP)
|Cold Regions Research and Engineering Laboratory (U.S.)
Engineer Research and Development Center (U.S.)
|Special report (Cold Regions Research and Engineering Laboratory (U.S.)) ; 90-21.
Abstract: Partition coefficients for dimethyl methylphosphonate (DMMP) between water or salt-saturated water and 28 organic solvents were measured. On the average the solvents extracted 7 times as much DMMP from sodium chloride-saturated water as from distilled water. The highest partition coefficients were with H-donor solvents, especially the fluorinated alcohols, trifluoroethanol and hexafluoroisopropanol. Partition coefficients for these solvents and salt-saturated water were 150 and >260, respectively. These results indicate that DMMP can be extractively preconcentrated >100-fold from water with an appropriate choice of solvent and addition of excess sodium chloride. Since DMMP is the lowest homolog of the phosphonate series, higher members are expected to have higher partition coefficients because of greater hydrophobic contributions. The principal mechanism driving extraction appears to be formation of H-bond donor-acceptor complexes which are preferentially solvated by the solvent.
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