Iodine bonding stabilizes iodomethane in MIDAS pesticide. Theoretical study of intermolecular interactions between iodomethane and chloropicrin.
The results are reported of a theoretical study of iodomethane (H(3)C-I, 1) and chloropicrin (Cl(3)C-NO(2), 2), of the heterodimers 3-6 formed by aggregation of 1 and 2, and of their addition products 7 and 8 and their possible fragmentation reactions to 9-18. Mixtures of iodomethane and chloropicrin are not expected to show chemistry resulting from their reactions with each other. The structures and stabilities are discussed of the iodine-bonded molecular aggregates (IBMA) 3 and 4 and of the hydrogen- and iodine-bonded molecular aggregates (IHBMA) 5 and 6. The mixed aggregates 3-5 are bound on the free enthalpy surface relative to the homodimers of 1 and 2, and the IBMA structures 3 and 4 are most stable. This result suggests that the mixture of chloropicrin and iodomethane in the pesticide Midas is a good choice to reduce the volatility of iodomethane because of thermodynamically stabilizing iodine bonding.
Department of Chemistry, University of Missouri, Columbia, Missouri 65211, United States. glaserr@missouri.edu
Rainer
R
Glaser
Kaitlan
K
Prugger
D019281:Dimerization; D004355:Drug Stability; D006843:Hydrocarbons, Chlorinated / Q000737:chemistry*; D006847:Hydrocarbons, Iodinated / Q000737:chemistry*; D007453:Iodide Peroxidase / Q000378:metabolism*; D008958:Models, Molecular; D015394:Molecular Structure; D010575:Pesticides / Q000737:chemistry*; D055672:Static Electricity; D013816:Thermodynamics
D006843:Hydrocarbons, Chlorinated; D006847:Hydrocarbons, Iodinated; D010575:Pesticides; C014055:methyl iodide; D007453:Iodide Peroxidase; C100187:chloropicrin