Method for detecting permanganate radicals by coumarin-based probe
A permanganate and coumarin-based technology is used in the field of environmental and non-standard explosive detection, which can solve the problems of time delay of oxidation reaction, low molar absorption coefficient, poor anti-interference and other problems, and achieves simple production, obvious signal, and cost. low cost effect
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[0030] Example 1
[0031] Synthesis of probe molecule 2-oxo-2 hydrogen-benzopyran-7-acrylate:
[0032] A, 7-hydroxybenzopyran-2-ketone (5 mmol, 0.81 g) was dissolved in 50 ml of tetrahydrofuran, added to 200 ml of three round bottom flasks, and the organic base pyridine (5 mmol, 0.402 mL) was added and stirred. Nitrogen protection, ice bath to 0 ° C, slowly dropped acryloyl chloride (5 mmol, 0.398 ml) reaction for 2 h, warmed to room temperature reaction for 1 h, stopped the reaction;
[0033] B. After the reaction is completed, washed with deionized water to neutral, then extract water, sodium chloride, dry sodium chloride, and dry filtration, and dry filtration;
[0034] C. The obtained crude product was eluted with a forward silica gel column. The eluent was ethyl acetate / petroleum ether, and the eluent proportion was gradually increased from 0: 7 to 2: 7, and the end of the purification was separated. Solid, that is, to detect the probe molecule 2-oxo-2 hydrogen-benzopyran-7...
Example Embodiment
[0035] Example 2
[0036] Synthesis of probe molecule 2-oxo-2 hydrogen-benzopyran-7-acrylate:
[0037] A, 7-hydroxybenzopyran-2-ketone (5 mmol, 0.81 g) was dissolved in 50 ml of trichloromethane, added to 200 ml of three round bottom flasks, and then organic base triethylamine (25.5 mmol, 3.55ml) ) And stir. Tong nitrogen gas protection, ice bath to 0 ° C, slowly dropped acryloyl chloride (25 mmol, 1.99 mL) reaction for 2 h, warmed to a room temperature reaction for 24 h, stopping the reaction;
[0038] B. After the reaction is completed, washed with deionized water to neutral, then extract water, sodium chloride, dry sodium chloride, and dry filtration, and dry filtration;
[0039] C. The obtained crude product was eluted with a forward silica gel column. The eluent was ethyl acetate / petroleum ether, and the eluent proportion was gradually increased from 0: 7 to 2: 7, and the end of the purification was separated. Solid, that is, a probe molecule 2-oxo-2 hydrogen-benzopyran-7-ac...
Example Embodiment
[0040] Example 3
[0041] Synthesis of probe molecule 2-oxo-2 hydrogen-benzopyran-7-methacrylate:
[0042] A, 7-hydroxybenzopyran-2-ketone (5 mmol, 0.81 g) was dissolved in 50 ml of tetrahydrofuran, added to 200 ml of three round bottom flasks, and the organic base pyridine (5 mmol, 0.402 mL) was added and stirred. Nitrogen protection, ice bath to 0 ° C, slowly added additional methyl acryloyl chloride (5 mmol, 0.484 mL) reaction for 2 h, warming to room temperature reaction for 1 h, stopping the reaction;
[0043] B. After the reaction is completed, washed with deionized water to neutral, then extract water, sodium chloride, dry sodium chloride, and dry filtration, and dry filtration;
[0044] C. The obtained crude product was eluted with a forward silica gel column. The eluent was ethyl acetate / petroleum ether, and the eluent proportion was gradually increased from 0: 7 to 2: 7, and the end of the purification was separated. Solid, that is, to detect probe molecules 2-oxo-2 hy...
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