The degradation photoproducts of the fungicide fenarimol obtained from irradiation of aqueous solutions with sunlight were characterised. The photoproducts resulting from samples with different exposure times were extracted and separated using chromatographic techniques. Seven main photoproducts were detected using high performance liquid chromatography with a photodiode array detector, gas chromatography with mass spectrometry detector and Fourier transform infrared spectroscopy. Structures are suggested for possible photoproducts based on the characterisation results, minimum energy geometry of the parent compound, and the mass spectral behaviour of fenarimol. These correspond to the compounds with m/z 328 (three structural isomers (a), (b) and (c)), m/z 294 (two structural isomers (a) and (b)), m/z 292, 278 and 190. Of the various major products detected, the isomer 328(a) is seen to be particularly unstable under the action of sunlight. The most stable photoproducts are found to be those with m/z 294(a), 278 and 190. However, upon prolonged solar irradiation all of these break down to produce polar, low molecular weight compounds. Comparison with our own and other results on fenarimol photolysis indicate significant solvent effects on the process. The combination of these structural characterisation results and previous data from spectroscopic and photodegradation kinetics studies allows us to suggest some possible mechanisms for the photodegradation of fenarimol under sunlight.
Vapor pressures of triadimefon {1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butanone} were measured between 25°C and 70°C, using a gas saturation technique with XAD-2 adsorbent vapor traps. Vapor pressures ranged from (2.25 ( 0.24) × 10 -4 Pa to (8.72 ( 0.29) × 10 -2 Pa. The experimental results were related to temperature by the equation log p/Pa ) (15.87 ( 0.35) -(5802 ( 113)K/T. The calculated molar enthalpy of sublimation was found to be (111.1 ( 2.2) kJ‚mol -1 and shows no significant temperature dependence in the temperature range investigated.
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