PubMed · 5164459
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K Brewster, R M Pinder. 1971. 2,5-Dimethoxy-4-methylphenylalanine.. https://doi.org/10.1021/jm00289a029
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Methyl tert-butyl ether (MTBE) is a high volume production chemical and the most commonly used gasoline oxygenate. Uptake, metabolism and toxicity of MTBE in trees were investigated in this study. Pre-rooted weeping willows (Salix babylonica L.) were exposed to hydroponic solution spiked with MTBE and incubated at 25.0+/-1 degrees C for 168 h. The normalized relative transpiration (NRT) rate of weeping willows was used to determine toxicity. MTBE and possible intermediate tert-butyl alcohol (TBA) in solution, tissues of aerial parts of plants, and air were analyzed. Results from the toxicity test showed that severe signs of toxicity (the reduction of the NRT >or=35%) were only found at the treatment group with high doses of MTBE 400 mg L(-1). Neither chlorosis of leaves nor large reduction in the NRT was observed at MTBE exposure to weeping willows <or=200 mg L(-1). Almost all applied MTBE was removed from the hydroponic solution by plants in all treatment groups. Small amounts of MTBE were detected in the plant tissues, but a large fraction of the applied MTBE was found in the air through plant transpiration. Mass balance studies showed that MTBE was assimilated into the plants from hydroponic solution but was not metabolized during transport in the plant. Phytovolatilization was the only relevant removal process for MTBE. Transpiration stream concentration factor (TSCF), an important parameter for design of engineered MTBE phytoremediation systems, was estimated to be 1.12. In conclusion, although this compound is persistent to the attack by plant enzymes, atmospheric MTBE is much more susceptible to photo-oxidation for decomposition. Phytoremediation of MTBE polluted soils and groundwater is an alternative to presently available remediation technologies.
Conformations of dimethoxymethane (DMM) were studied using matrix isolation infrared spectroscopy. DMM was trapped in an argon matrix using an effusive source at 298, 388 and 430 K. Experiments were also done using a supersonic jet source to look for conformational cooling in the expansion process. As a result of these experiments, spectrally resolved infrared features of the ground and first higher energy conformer of DMM have been recorded, for the first time. The experimental studies were supported by ab initio computations performed at HF and B3LYP levels, using a 6-31++G** basis set. Computationally, four minima were identified corresponding to conformers with GG, TG, G+G- and TT structures. The computed frequencies at the B3LYP level were found to compare well with the experimental matrix isolation frequencies, leading to a definitive assignment of the infrared features of DMM, for the GG and TG conformers. At the B3LYP/6-31++G** level, the energy difference between the GG and TG conformers was computed to be 2.30 kcal mol(-1). The barrier for conformation interconversion, TG-->GG level was calculated to be 0.95 kcal mol(-1). This value is consistent with the experimental observation that the spectral features due to the TG conformer disappeared in the matrix on annealing.
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