2-Amino-4-methylbenzothiazole

Biotic and abiotic degradation of pesticide Dufulin in soils.[Pubmed:24323324]

Environ Sci Pollut Res Int. 2014 Mar;21(6):4331-42.

Dufulin is a newly developed antiviral agent (or pesticide) that activates systemic acquired resistance of plants. This pesticide is widely used in China to prevent abroad viral diseases in rice, tobacco and vegetables. In this study, the potential impacts such as soil type, moisture, temperature, and other factors on Dufulin degradation in soil were investigated. Degradation of Dufulin followed the first-order kinetics. The half-life values varied from 2.27 to 150.68 days. The dissipation of Dufulin was greatly affected by soil types, with DT50 (Degradation half time) varying between 17.59, 31.36, and 43.32 days for Eutric Gleysols, Cumulic Anthrosols, and Dystric Regosols, respectively. The elevated moisture accelerated the decay of Dufulin in soil. Degradation of Dufulin increased with temperature and its half-life values ranged from 16.66 to 42.79 days. Sterilization of soils and treatment with H2O2 resulted in a 6- and 8-fold decrease in degradation rates compared to the control, suggesting that Dufulin degradation was largely governed by microbial processes. Under different light spectra, the most effective degradation occurred with 100-W UV light (DT50=2.27 days), followed by 15-W UV light (DT50=8.32 days) and xenon light (DT50=14.26 days). Analysis by liquid chromatography-mass spectroscopy (LC-MS) revealed that 2-Amino-4-methylbenzothiazole was one of the major decayed products of Dufulin in soils, suggesting that elimination of diethyl phosphate and 2-fluorobenzaldehyde was most like the degradation pathway of Dufulin in Eutric Gleysols.

FTIR, FT-Raman, FT-NMR, UV-visible and quantum chemical investigations of 2-amino-4-methylbenzothiazole.[Pubmed:22226897]

Spectrochim Acta A Mol Biomol Spectrosc. 2012 Mar;88:220-31.

The FT-IR (4000-400 cm(-1)) and FT-Raman (4000-100 cm(-1)) spectral measurements and complete assignments of the observed spectra of 2-Amino-4-methylbenzothiazole (2A4MBT) have been proposed. Ab initio and DFT calculations have been performed and the structural parameters of the compound were determined from the optimised geometry with 6-31G(d,p), 6-311++G(d,p) and cc-pVDZ basis sets and giving energies, harmonic vibrational frequencies, depolarisation ratios, IR intensities and Raman activities. (1)H and (13)C NMR spectra were recorded and (1)H and (13)C nuclear magnetic resonance chemical shifts of the molecule were calculated using the gauge independent atomic orbital (GIAO) method. UV-visible spectrum of the compound was also recorded and the electronic properties, such as HOMO, LUMO and band gap energies were measured by time-dependent DFT (TD-DFT) approach. The geometric parameters, energies, harmonic vibrational frequencies, IR intensities, Raman activities chemical shifts and absorption wavelengths were compared with the available experimental data of the molecule. The influences of methyl and amino groups on the skeletal modes and on the proton chemical shifts have been investigated.

Experimental and theoretical surface enhanced Raman scattering study of 2-amino-4-methylbenzothiazole adsorbed on colloidal silver particles.[Pubmed:16853935]

J Phys Chem B. 2005 Dec 1;109(47):22536-44.

The adsorption of 2-Amino-4-methylbenzothiazole (2-AMBT) on colloidal silver particles has been investigated by a surface enhanced Raman scattering (SERS) study. The SERS spectra of the 2-AMBT molecule at varied adsorbate concentrations recorded in different time domains are compared with its Fourier transform infrared (FTIR) spectrum and normal Raman spectrum (NRS) in the bulk and in solution. The experimentally observed SERS spectra are compared with the theoretically modeled surface complexes using ab initio restricted Hatree-Fock (RHF) and density functional theory (DFT) calculations. The most favorable adsorptive sites of the 2-AMBT molecule have been estimated by natural population analysis (NPA) using the above-mentioned high level of theories. The enhancement of the in-plane modes together with the appearance of Ag-N stretching frequency at 215 cm(-1) indicates that the 2-AMBT molecule is adsorbed on the silver surface through the lone pair electrons of both nitrogen atoms with the molecular plane nearly vertical to the surface.