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InChI:InChI=1/C11H11NO2S/c1-8-12(7-6-11(13)14)9-4-2-3-5-10(9)15-8/h2-5H,6-7H2,1H3

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• 590-92-1 3-Bromopropionic acid 
• 120-75-2 2-Methylbenzothiazole 

Relevant academic research and scientific papers

Novel benzothiazole half-squaraines: Model chromophores to study dye-TiO2interactions in dye-sensitized solar cells

We report the synthesis of 9 new half squaraine (HfSQ) dyes; 5 containing a benzothiazole moiety and 4 containing an indolenine moiety. X-ray single crystal structural and characterisation data have been correlated with device data to understand the widely reported but poorly understood influence of S heteroatoms on DSC device performance. The S heteroatom in these new dyes has also been used as an atomic probe of the dye-TiO2 interface to dye binding and orientation. Thus, for the first time, using the S heteroatom probe, angle-resolved X-ray photoelectron (AR-XPS) data have shown these dyes sit horizontally at the dye-TiO2 interface confirmed by DFT computer modelling of novel and analogous HfSQ dyes with a benzoindole backbone. This journal is

Synthesis, crystal and DFT studies of N-(carboxyethyl)-2-methylbenzothiazolium bromide

The synthesis of benzothiazolium salt, N-(carboxyethyl)-2-methylbenzothiazolium bromide has been carried out by condensation of 2-methylbenzothiazole and 3-bromopropionic acid in solvent free conditions. The desired compound was obtained in excellent yield and its structural characterization was performed by FTIR, 1H NMR, 13C NMR techniques and XRD-analysis. Further the structural properties of the suitable crystal was obtained and analyzed by single crystal X-ray diffraction analysis indicates that the compound crystallizes in the triclinic space group P-1, with Z = 2 and cell parameters a = 8.6554(3) ?, b = 8.9811(3) ?, c = 9.3168(3) ?, α = 61.237(1)°, β = 71.240(1)°, γ = 72.675(1)°. The molecular structure of the corresponding salt was optimized by Density Functional Theory (DFT) method using B3LYP/6-311G++(d,p) level. The molecular geometrical parameters (bond length. bond angle and dihedral angle) were obtained from the optimized structure. In addition, the IR frequencies were calculated using the same level of theory. The comparisons between the experimental and theoretical values of geometrical parameters and FT-IR vibrational spectra have also been discussed.

A substituted benzothiazolinic merocyanine derivative as a reversible, selective, colorimetric and fluorescent probe for HSO4? in aqueous solution

A benzothiazolinic bromide salt of merocyanine form of spiropyran has been synthesized through a coupling reaction between a (3-(2-carboxyethyl)benzo[d]thiazol-3-ium) bromide and 2?hydroxy-1-naphthaldehyde. The structure of the salt was examined using IR, NMR, and HR-MS techniques. Due to the zwitterionic nature and H-bond formation ability of the product, its affinity towards toxic anions was investigated in 50% aq. MeCN at pH 7.4. The zwitterionic benzothiazolinic bromide salt selectively detected the presence of HSO4?ion in the solution by showing a color change from purple to yellow and displayed a spectral change (hypsochromic shift) in both absorption and fluorescence spectra. The dynamic light scattering and scanning electron microscope studies were utilized to study the aggregation of the merocyanine salt. Moreover, the aggregation was observed to be controlled by light. The 1H NMR studies confirmed the displacement of bromide by HSO4? ion. The computational studies provided details of the complex and conformation stability at the molecular level. To explain the observed absorption spectra further, electronic excitation parameters were calculated using time-dependent density functional theory (TD-DFT).

Synthesis and photophysical properties of benzoxazolyl-imidazole and benzothiazolyl-imidazole conjugates

Materials that have higher fluorescence emission in the solid state than molecules in solution have recently been paid more attention by the scientific community due to their potential applications in various fields. In this work, we newly synthesized ben

Efficient electron injection due to a special adsorbing group's combination of carboxyl and hydroxyl: Dye-sensitized solar cells based on new hemicyanine dyes

A series of new benzothiazolium hemicyanine dyes (HC-1, HC-2, HC-3, HC-4, and HC-5 in Scheme 1) were designed and synthesized for sensitization of nanocrystalline TiO2 electrodes by introducing carboxyl, hydroxyl, or sulfonate anchoring groups onto the dyes' skeletons. A naphthothiazolium hemicyanine with both sulfonate and hydroxyl (HC-6) was also prepared for comparison. The photophysical and photoelectrochemical studies revealed that three kinds of efficiencies, i.e. the fluorescence quenching efficiencies of the dyes by colloidal TiO2, the monochromatic incident photon-to-current conversion efficiencies (IPCEs) for the dye-sensitized TiO2 electrodes, and the overall photoelectric conversion efficiencies (η) for the dye-sensitized solar cells (DSSCs) based on these hemicyanines, all depended strongly on the anchoring group types and decreased in the order: carboxyl + hydroxyl > carboxyl > sulfonate + hydroxyl, indicating the importance of the dyes' adsorbing groups for their sensitization effects in DSSCs. The combination of carboxyl and hydroxyl as anchoring groups led to highly efficient IPCEs over a wide spectrum region with the maximum IPCE of 73.6% and a η of 5.2% under AM1.5 Global simulated light (80 mW cm-2) for the HC-1 based DSSC, which may result from the complex formation between HC-1 and TiO2 and the cathodic shift of the excited state oxidation potential. The Royal Society of Chemistry 2005.