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Resorufin-2,4-dinitrophenyl ether and its application in the detection of thiophenol

A technology of dinitrophenyl ether and resorufin, which is applied in the field of UV-Vis spectrophotometry for the determination of thiophenol and the new compound resorufin-2,4-dinitrophenyl ether, which can solve the problem of operation Cumbersome, expensive, inconvenient for popularization and application, etc., to achieve the effect of simple operation, good selectivity and high accuracy

Inactive Publication Date: 2015-10-28
陕西省计量科学研究院
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The GC method has high sensitivity and good reproducibility. However, due to the high price and cumbersome operation of the GC instrument, it is not convenient for the popularization and application of basic production and scientific research units.
In addition, due to the limitation of equipment conditions, the national standard method cannot be applied to the on-site rapid detection of thiophenol

Method used

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  • Resorufin-2,4-dinitrophenyl ether and its application in the detection of thiophenol
  • Resorufin-2,4-dinitrophenyl ether and its application in the detection of thiophenol
  • Resorufin-2,4-dinitrophenyl ether and its application in the detection of thiophenol

Examples

Experimental program
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Effect test

Embodiment 1

[0018] Preparation of resorufin-2,4-dinitrophenyl ether

[0019] Add 0.15g (0.64mmol) resorufin sodium, 8mL dry DMF, 0.3mL triethylamine to a 25mL round bottom flask, stir at 40°C for 30 minutes, and dissolve 0.16g (0.79mmol) 2,4-dinitrochlorobenzene Dissolve in 2mL of dry DMF, then add dropwise into a round bottom flask, then add 0.1477g (0.90mmol) KI, stir at 80°C for 12 hours, after the reaction is complete, mix the solution with 50mL CH 2 Cl 2 Dilute, wash in sequence with distilled water (20mL×3), wash with brine (20mL×3), and dry under reduced pressure to obtain the crude product, which is purified by column chromatography, and the eluent is the volume ratio of ethyl acetate to petroleum ether For a 1:1 mixed solution, 0.1 g of yellow solid resorufin-2,4-dinitrophenyl ether was obtained, with a yield of 41%, and the structural formula was as follows

[0020]

[0021] Infrared spectra and 1 The H-NMR diagrams are shown in figure 1 with figure 2 , the specific spe...

Embodiment 2

[0025] The use of the compound resorufin-2,4-dinitrophenyl ether prepared in Example 1 in the detection of thiophenol, its specific detection method is as follows:

[0026] Add 4.5mL of absolute ethanol, 2.0mL of phosphate buffer solution with a pH value of 7.4, 0.05mL of 1.0mmol / L resorufin-2,4-dinitrophenyl ether to a 10mL colorimetric tube in sequence. Sulfone solution and the sample solution to be tested were fixed to volume with sub-boiling water, left to stand at room temperature for 20 minutes, and the absorbance of the reaction system was detected with a UV-visible spectrophotometer at a wavelength of 580nm, and calculated according to the formula A=0.01272C+0.01167 The concentration of thiophenol in the sample solution, where A is the absorbance value of the reaction system at 580nm, and C is the concentration of thiophenol in the reaction system, in μmol / L.

[0027] In order to prove the beneficial effects of the present invention, the inventor has carried out a larg...

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Abstract

The invention discloses resorufin-2, 4-dinitrodiphenyl ether and application of the resorufin- 2, 4-dinitrodiphenyl ether to detection of thiophenol. The structural formula of the resorufin- 2, 4-dinitrodiphenyl ether is shown in the Specification. In a phosphate buffer solution with the pH value of 7.4, the resorufin- 2, 4-dinitrodiphenyl ether is in nucleophilic substitution with the thiophenol to enable a reaction system to have strong absorption at the part of which the wavelength is 580 nm. The experimental result shows that the resorufin-2, 4-dinitrodiphenyl ether is adopted to detect the thiophenol, the detection limit and the relative standard deviation of the thiophenol are 8.91*10<-8>mol / L and 3.7% respectively and qualitative and quantitative detection of the thiophenol is realized. The detection method is simple to operate, high in accuracy and excellent in selectivity, and different sulfhydryl compounds cause no interference to the system for detecting the thiophenol by adopting the resorufin-2, 4-dinitrodiphenyl ether.

Description

technical field [0001] The invention belongs to the technical field of thiophenol detection, and in particular relates to a new compound resorufin-2,4-dinitrophenyl ether and a method for determining thiophenol by using the compound by ultraviolet-visible spectrophotometry. Background technique [0002] Thiophenol is a colorless liquid with a special odor and is not easily soluble in water. It is an important reaction intermediate in organic synthesis and can be used to synthesize various drugs, catalysts, polymerization inhibitors, fuels, etc., such as the production of medicine chloramphenicol Thiamphenicol, local anesthetics, pesticide Kewensan, rubber regeneration agent, petroleum additives, etc. Thiophenol has a strong irritating effect on the eyes, mucous membranes, respiratory tract and skin. It is easy to cause poisoning after inhalation, with symptoms such as burning sensation, coughing, wheezing, nausea, and vomiting. It is transmitted to the kidneys and liver thro...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): G01N21/31G01N1/28
Inventor 吴永顺李域杨小峰孙喜荣郭毅于得水
Owner 陕西省计量科学研究院
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