CN114088862A - Analysis method for content of 2, 3-dimethyl sulfide - Google Patents
Analysis method for content of 2, 3-dimethyl sulfide Download PDFInfo
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Abstract
The invention belongs to the technical field of chemical analysis, and particularly relates to a method for analyzing the content of 2, 3-dimethyl benzyl sulfide, which specifically adopts a reversed-phase high-performance liquid chromatography method, wherein a C18 reversed-phase chromatographic column is adopted as a chromatographic column, the number of theoretical plates is not less than 5000, and a mobile phase is a mixed system of acetonitrile and 0.8% glacial acetic acid aqueous solution; the specific method comprises the following steps: respectively dissolving a standard substance and a sample to be detected by using methanol to obtain a standard substance solution and a sample solution to be detected, respectively detecting the peak areas of the 2, 3-dimethyl methyl sulfide in the standard substance solution and the sample solution to be detected to obtain the peak areas, and calculating the content of the 2, 3-dimethyl methyl sulfide in the sample to be detected through the peak areas. The method has the advantages of strong specificity, good chromatographic peak shape, stable retention time, accurate integral calculation result and good repeatability, is suitable for quality control of intermediate products of the original pesticide, and meets the production requirement of the original pesticide topramezone.
Description
Technical Field
The invention belongs to the field of chemical detection and analysis, and particularly provides an analysis method for the content of a topramezone intermediate, namely 2, 3-dimethyl-benzylthio-ether.
Background
The topramezone is a novel efficient corn herbicide, has good selectivity on almost all types of corn, and is wide in weed control spectrum, high in speed and safe and thorough in prevention and control. The topknot and base-knot conduction post-seedling stem leaf treating agent of the topramezone can be absorbed by roots, young stems and leaves, is conducted to meristem in a plant body, indirectly influences the synthesis of carotenoid by inhibiting 4-hydroxyphenylpyruvate dioxygenase (4-HPPD) in plastoquinone biosynthesis, interferes the synthesis and function of chloroplast, and finally causes serious albinism (due to the degradation of chlorophyll).
The English name of 2, 3-Dimethyl sulfide is 1, 2-Dimethyl-3-methylsulfanyl-bezene, and the molecular formula is C9H12The molecular weight of S is 152.26, and 2, 3-dimethyl methyl sulfide is an important intermediate for synthesizing the topramezone, and the content of the S directly influences the process and the yield of the topramezone, so that the 2, 3-dimethyl methyl sulfide has important research value.
Through examination of relevant documents at home and abroad, no report about a method for detecting the content of 2, 3-dimethyl-phenyl-methyl-sulfide in the prior art is found, so that a corresponding content analysis and detection method is required to be provided in order to meet the production requirement of high-quality pesticide raw-drug topramezone.
Disclosure of Invention
Aiming at the blank of the technology, the invention provides an analysis method of the content of 2, 3-dimethyl methyl sulfide, which has the advantages of strong specificity, good precision, good stability and good repeatability, and is particularly suitable for quality control of intermediate products of pesticide raw medicines, thereby meeting the production requirement of high-quality pesticide raw medicines of topramezone.
The specific technical scheme of the invention is as follows:
a method for analyzing the content of 2, 3-dimethyl benzyl sulfide adopts a reversed-phase high performance liquid chromatography, a C18 reversed-phase chromatographic column is adopted as a chromatographic column, the number of theoretical plates is not less than 5000, and a mobile phase is a mixed system of acetonitrile and 0.8% glacial acetic acid aqueous solution;
the specific method comprises the following steps:
(1) respectively dissolving a standard substance and a sample to be detected by using methanol to obtain a standard substance solution and a sample solution to be detected, wherein the concentration ranges of the standard substance solution and the sample solution to be detected are both 0.2-0.7 mg/ml;
(2) after stabilizing the instrument baseline, sequentially injecting a sample according to the sequence of a standard solution, a sample solution to be detected and a standard solution, and respectively averaging the peak areas of the 2, 3-dimethyl benzyl sulfide of the standard solution and the sample solution to be detected to obtain the average value of the peak areas;
(3) calculating the mass fraction of 2, 3-dimethyl-phenyl-methyl-sulfide according to the following formula:
in the formula:
A1-average value of 2, 3-dimethyl-thiobenediyl peak area in standard solution;
A2the average value of the peak area of the 2, 3-dimethyl sulfide in the sample solution to be detected;
m1-mass of standard/g;
m2-mass of sample to be tested/g;
P1-mass fraction of 2, 3-dimethyl-benzylsulfide in the standard;
X1-mass fraction of 2, 3-dimethyl-benzylsulfide in the sample to be tested.
Preferably, the volume of each sample injection is 1-10. mu.L, and further preferably, the volume of each sample injection is 5. mu.L.
Preferably, the column is an Shimadzu ODS-C18 reversed-phase column with a particle size of 4.6 μm.
Aiming at the blank of the prior art, the inventor adopts a reversed-phase high performance liquid chromatography analysis method, and specifically adopts an Shimadzu ODS-C18 reversed-phase chromatographic column with the particle size of 4.6 mu m, a chromatographic column with the column length of 150mm and the theoretical plate number of 5000 (SHIMADZU VP-ODS 150 x 4.6mm) in order to obtain a good separation effect. After the chromatographic column is adopted, a mixed system of acetonitrile and 0.8% glacial acetic acid water solution is selected as a mobile phase, and the obtained chromatographic peak has symmetrical shape, good separation effect and low detection cost. The proportions referred to in the present invention for the mobile phase are volume ratios or volume percentages.
Preferably, the flow rate of the mobile phase is controlled to be 0.5 to 1.5mL/min, more preferably 1 mL/min.
Preferably, the temperature of the column is 30 ℃ to 50 ℃, more preferably 40 ℃.
Preferably, the detection wavelength of the reversed phase high performance liquid chromatography is 230nm-300nm, and more preferably the detection wavelength is controlled at 250nm, which is the most stable ultraviolet absorption wavelength selected after the inventor conducts multiple screening and trials on 2, 3-dimethyl-methyl-phenyl-thionine.
Preferably, the volume fraction of acetonitrile in the mixed system is 40-80%, the obtained chromatographic peak is symmetrical, the separation effect is good, and the detection cost is low; further preferably, the volume fraction of acetonitrile in the mixed system is 70%, the volume fraction of 0.8% glacial acetic acid aqueous solution is 30%, and the inventor optimizes the separation by utilizing different distribution ratios of mobile phases so as to achieve the optimal separation result.
In conclusion, the invention provides a brand-new analysis method for detecting the content of 2, 3-dimethyl methyl sulfide, which fills the technical blank in the corresponding field in the prior art, and the method for detecting the mass fraction of 2, 3-dimethyl methyl sulfide can realize good chromatographic peak shape, accurate integral calculation result, no phenomena of forward delay, tailing and the like, good separation degree, good repeatability and high reliability of the obtained result, is particularly suitable for quality control of intermediate products of pesticide raw medicines, has important effect and practical significance on ensuring the quality of final products, accurate result, short analysis time and strong timeliness, and provides powerful data support for the production of topramezone.
Drawings
FIG. 1 is a chromatogram of the standard solution in example 1;
FIG. 2 is a chromatogram of a sample solution to be tested in example 1;
FIG. 3 is a chromatogram of the standard solution in example 2;
FIG. 4 is a chromatogram of a sample solution to be tested in example 2;
FIG. 5 is a chromatogram of the standard solution in example 3;
FIG. 6 is a chromatogram of a sample solution to be tested in example 3;
FIG. 7 is a graph showing the linear relationship in test example 2;
FIG. 8 is a graph showing the linear relationship of the wavelength of 220nm in comparative example 1;
FIG. 9 is a graph showing the linear relationship of the wavelength of 330nm in comparative example 1;
fig. 10 is a comparative example 2 with the mobile phase ratio acetonitrile: chromatogram for 0.8% aqueous acetic acid at 90: 10;
fig. 11 is a comparative example 2 with the mobile phase ratio acetonitrile: chromatogram at 30:70 of 0.8% aqueous acetic acid;
wherein, in the chromatograms of fig. 1-6, the abscissa represents time, and the ordinate represents absorbance; in the linear relationship graphs of FIGS. 8-9, the abscissa represents the concentration of the standard solution (in g/L) and the ordinate represents the peak area; in the chromatograms of fig. 10-11, the abscissa represents time and the ordinate represents absorbance.
Detailed Description
The present invention will be described in further detail with reference to the following examples, but it should not be construed that the scope of the above subject matter is limited to the following examples. All the technologies realized based on the above contents of the present invention belong to the scope of the present invention, and the following embodiments are all completed by adopting the conventional prior art except for the specific description.
The high performance liquid chromatograph used in the implementation process is an LC-20AT infusion pump and an SPD-20A ultraviolet detector of Shimadzu corporation, the chromatographic column used is SHIMADZU VP-ODS 150 x 4.6mm, and the proportions related to the mobile phase in the invention are volume ratio or volume percentage.
Example 1
A method for analyzing the content of 2, 3-dimethyl sulfide comprises the following steps:
taking a sample to be tested of the 2, 3-dimethyl methyl sulfide, and analyzing the 2, 3-dimethyl methyl sulfide in the product, wherein the method comprises the following specific steps:
chromatographic column conditions: the method adopts SHIMADZU VP-ODS with the particle size of 4.6 mu m, the column length is 150mm, the column temperature is 40 ℃, and the theoretical plate number is 5000;
mixing acetonitrile: 0.8% glacial acetic acid in water at a volume ratio of 70: 30 is a mobile phase, the flow rate is 1mL/min, the detection wavelength is 250nm, and the sample injection volume is 5 mu L;
preparing a standard solution: accurately weighing 0.0526g of 2, 3-dimethyl methyl sulfide standard substance, placing the standard substance in a 100mL volumetric flask, adding 80mL of methanol, ultrasonically oscillating for dissolution, cooling to room temperature, diluting with methanol to a scale to obtain a standard substance solution for later use, wherein the mass fraction P of the 2, 3-dimethyl methyl sulfide in the standard substance is1＝97.0％；
Preparing a sample solution to be detected: accurately weighing 0.0531g of sample to be detected containing 2, 3-dimethyl methyl sulfide, placing the sample to be detected in a 100mL volumetric flask, adding 80mL of methanol, ultrasonically oscillating for dissolving, cooling to room temperature, and diluting with methanol to scale to obtain a sample solution to be detected for later use.
Test and data processing
After the machine is started to perform self-checking, continuously injecting a plurality of needle standard substances under the specified operation condition and after an instrument base line is stable, calculating the relative response value of each needle, sequentially injecting a sample according to the sequence of a standard substance solution, a sample solution to be detected and a standard substance solution after the relative response value of two adjacent needles changes by less than 1.5%, and detecting at the wavelength of 250nm, wherein the chromatogram is shown in figures 1 and 2, figure 1 is the chromatogram of the standard substance solution in the embodiment, and the peak corresponding to the position of 7.000min in the figure is the characteristic peak of 2, 3-dimethyl benzyl sulfide; fig. 2 is a chromatogram of the sample solution to be tested measured in this example, and the peak corresponding to the 7.013min position is 2, 3-dimethyl benzyl sulfide, and the obtained data are shown in table 1 below:
substituting into formula
In the formula:
A1-average value of 2, 3-dimethyl-thiobenediyl peak area in standard solution;
A2the average value of the peak area of the 2, 3-dimethyl sulfide in the sample solution to be detected;
m1-mass of standard/g;
m2-mass of sample to be tested/g;
P1-mass fraction of 2, 3-dimethyl-benzylsulfide in the standard;
X1-mass fraction of 2, 3-dimethyl-benzylsulfide in the sample to be tested;
the mass fraction of the obtained sample 2, 3-dimethyl sulfide to be detected is 97.21%.
Example 2
A method for analyzing the content of 2, 3-dimethyl sulfide comprises the following steps:
taking a sample to be tested of the 2, 3-dimethyl methyl sulfide, and analyzing the 2, 3-dimethyl methyl sulfide in the product, wherein the method comprises the following specific steps:
chromatographic column conditions: the method adopts SHIMADZU VP-ODS with the particle size of 4.6 mu m, the column length is 150mm, the column temperature is 40 ℃, and the theoretical plate number is 5000;
mixing acetonitrile: 0.8% glacial acetic acid in water at 80: 20 is a mobile phase, the flow rate is 1mL/min, the detection wavelength is 250nm, and the sample injection volume is 5 mu L;
preparing a standard solution: accurately weighing 0.0520g of 2, 3-dimethyl methyl sulfide standard substance, placing the standard substance in a 100mL volumetric flask, adding 80mL of methanol, ultrasonically oscillating for dissolution, cooling to room temperature, diluting with methanol to a scale to obtain a standard substance solution for later use, wherein the mass fraction P of the 2, 3-dimethyl methyl sulfide in the standard substance is1＝97.0％；
Preparing a sample solution to be detected: 0.0509g of sample to be detected containing 2, 3-dimethyl sulfide is accurately weighed, placed in a 100mL volumetric flask, added with 80mL of methanol, dissolved by ultrasonic oscillation, cooled to room temperature, diluted to scale by methanol to obtain a sample solution to be detected for later use.
Test and data processing
After the machine is started to perform self-checking, continuously injecting a plurality of needle standard substances under the specified operation condition and after an instrument baseline is stable, calculating the relative response value of each needle, sequentially injecting a sample according to the sequence of a standard substance solution, a sample solution to be detected and a standard substance solution after the relative response value of two adjacent needles changes by less than 1.5%, and detecting at the wavelength of 250nm, wherein the chromatogram is shown in figures 3 and 4, figure 3 is the chromatogram of the standard substance solution in the embodiment, and the peak corresponding to the 5.016min position in the figure is the characteristic peak of 2, 3-dimethyl benzyl sulfide; fig. 4 is a chromatogram of the sample solution to be measured in this example, where the peak at the 5.031min position is 2, 3-dimethyl benzyl sulfide, and the obtained data are shown in table 2 below:
carry over into the formula of the external standard method:
A1-average value of 2, 3-dimethyl-thiobenediyl peak area in standard solution;
A2the average value of the peak area of the 2, 3-dimethyl sulfide in the sample solution to be detected;
m1-mass of standard/g;
m2-mass of sample to be tested/g;
P1-mass fraction of 2, 3-dimethyl-benzylsulfide in the standard;
X1-mass fraction of 2, 3-dimethyl-benzylsulfide in the sample to be tested;
and calculating to obtain the mass fraction of the 2, 3-dimethyl sulfide in the sample to be detected to be 98.15%.
Example 3
A method for analyzing the content of 2, 3-dimethyl sulfide comprises the following steps:
taking a sample to be tested of the 2, 3-dimethyl methyl sulfide, and analyzing the 2, 3-dimethyl methyl sulfide in the product, wherein the method comprises the following specific steps:
chromatographic column conditions: the method adopts SHIMADZU VP-ODS with the particle size of 4.6 mu m, the column length is 150mm, the column temperature is 40 ℃, and the theoretical plate number is 5000;
mixing acetonitrile: 0.8% glacial acetic acid in water at a volume ratio of 40: 60 is a mobile phase, the flow rate is 1mL/min, the detection wavelength is 250nm, and the injection volume is 5 mu L.
Preparing a standard solution: accurately weighing 0.0511g of 2, 3-dimethyl methyl sulfide standard substance, placing in a 100mL volumetric flask, adding 80mL of methanol, ultrasonically oscillating for dissolution, cooling to room temperature, diluting with methanol to scale to obtain a standard substance solution for later use, wherein the mass fraction P of 2, 3-dimethyl methyl sulfide in the standard substance is1＝97.0％；
Preparing a sample solution to be detected: 0.0532g of sample to be detected containing 2, 3-dimethyl sulfide is accurately weighed, placed in a 100mL volumetric flask, added with 80mL of methanol, dissolved by ultrasonic oscillation, cooled to room temperature, diluted to scale by methanol to obtain a sample solution to be detected for later use.
Test and data processing
After the machine is started to perform self-checking, continuously injecting a plurality of needle standard substances under the specified operation condition and after the baseline of the instrument is stable, calculating the relative response value of each needle, sequentially injecting the standard substance solution, the sample solution to be detected and the standard substance solution in the sequence after the relative response value of two adjacent needles changes by less than 1.5%, and detecting at the wavelength of 250nm, wherein the chromatogram is shown in fig. 5 and 6, fig. 5 is the chromatogram of the standard substance solution in the embodiment, and the peak corresponding to the 9.545min position in the chromatogram is the characteristic peak of 2, 3-dimethyl benzyl sulfide; fig. 6 is a chromatogram of the sample solution to be measured in this example, where the peak at 9.555min is 2, 3-dimethyl benzyl sulfide, and the obtained data is shown in table 3 below:
carry over into the formula of the external standard method:
in the formula:
A1-average value of 2, 3-dimethyl-thiobenediyl peak area in standard solution;
A2the average value of the peak area of the 2, 3-dimethyl sulfide in the sample solution to be detected;
m1-mass of standard/g;
m2-mass of sample to be tested/g;
P1-mass fraction of 2, 3-dimethyl-benzylsulfide in the standard;
X1-mass fraction of 2, 3-dimethyl-benzylsulfide in the sample to be tested;
and calculating to obtain the mass fraction of the 2, 3-dimethyl sulfide to be detected to be 97.44%.
Comparative example 1 comparison of Linear detection results at different detection wavelengths
The method adopts SHIMADZU VP-ODS with the particle size of 4.6 mu m, the column length is 150mm, the column temperature is 40 ℃, and the theoretical plate number is 5000; mixing acetonitrile: 0.8% glacial acetic acid in water at a volume ratio of 70: 30 is a mobile phase, the flow rate is 1mL/min, and the sample injection volume is 5 mu L;
in the test process, wavelengths of 220nm and 330nm are selected for linear verification respectively, and the results are shown in tables 8-9.
TABLE 8 detection results of linearity experiment at 220nm wavelength
| Name (R) | Content/(μ g/ml) | Peak area 1 | Peak area 2 | Peak area mean |
| 1 | 122 | 353574 | 313673 | 333623.5 |
| 2 | 365 | 1067844.5 | 1077696.5 | 1072770.5 |
| 3 | 487 | 1401274 | 1400743 | 1401008.5 |
| 4 | 609 | 1786274 | 1786344 | 1786309 |
| 5 | 730 | 2056274 | 2056172 | 2056223 |
TABLE 9 Linear test results at 330nm wavelength
It is verified that, although the value of the linear correlation coefficient R2 is also greater than 0.99 at the wavelength of 220nm and 330nm, the intercept is too large or the linear fluctuation is large, see fig. 8 and 9. Under the absorption wavelengths of 220nm and 330nm, if the external standard method in the invention is adopted to analyze the 2, 3-dimethyl sulfide in the standard substance, the error is larger, and the method is not applicable.
Comparative example 2 chromatogram for different mobile phase ratios
The method adopts SHIMADZU VP-ODS with the particle size of 4.6 mu m, the column length is 150mm, the column temperature is 40 ℃, and the theoretical plate number is 5000; the flow rate is 1mL/min, the detection wavelength is 250nm, and the sample injection volume is 5 mu L;
preparing a sample solution to be tested of 2, 3-dimethyl sulfide (MTBE) by mixing acetonitrile: 0.8% aqueous glacial acetic acid 30:70 (or 90: 10) of the mixed system is a mobile phase, the flow rate is 1mL/min, the sample volume of each sample introduction is 5 mu L, and the peak condition of different mobile phase ratio examples on a chromatogram is inspected;
in the presence of acetonitrile: 0.8% aqueous acetic acid solution ═ 90: when 10, as shown in fig. 10, the separation degree of some small impurities and the target object is very poor, which affects the calculation of the peak area and further affects the calculation of the content;
in the presence of acetonitrile: 0.8% aqueous acetic acid 30: at 70, as shown in FIG. 11, after the organic phase ratio is decreased, the time for peak appearance is prolonged and the peak pattern becomes broad.
The invention selects a mixed system of acetonitrile and 0.8% glacial acetic acid aqueous solution as a mobile phase, the acetonitrile volume fraction in the mixed system is 40% -80%, the obtained chromatographic peak shape is symmetrical, the separation effect is good, the detection cost is low, the acetonitrile volume fraction in the mixed system is 70%, and the volume fraction of the 0.8% glacial acetic acid aqueous solution is 30%, so that the optimal separation effect is obtained.
Test examples
In order to verify the feasibility and accuracy of the method of the invention, the inventors carried out the following verification tests:
test example 1 repeatability test
Chromatographic column conditions: the method adopts SHIMADZU VP-ODS with the particle size of 4.6 mu m, the column length is 150mm, the column temperature is 40 ℃, and the theoretical plate number is 5000;
mixing acetonitrile: 0.8% glacial acetic acid in water at a volume ratio of 70: 30 is a mobile phase, the flow rate is 1mL/min, the detection wavelength is 250nm, and the sample injection volume is 5 mu L;
preparing a standard solution: accurately weighing 0.0514g of 2, 3-dimethyl methyl sulfide standard substance, placing in a 100mL volumetric flask, adding 80mL of methanol, ultrasonically oscillating for dissolution, cooling to room temperature, and diluting with methanol to scale to obtain a standard substance solution for later use;
preparing a sample solution to be detected: accurately weighing 0.05g (accurate to 0.0002g) of a sample to be detected of 2, 3-dimethyl methyl sulfide, respectively placing 6 parts in a 100mL volumetric flask, adding 80mL of methanol, ultrasonically oscillating for dissolution, cooling to room temperature, and diluting to a scale with the methanol to obtain a parallel sample solution to be detected for later use;
test and data processing
After the machine self-checking is started, under the specified operation condition, after the instrument baseline is stable, continuously injecting a plurality of needle standard products, calculating the relative response value of each needle, after the relative response value of two adjacent needles is changed to be less than 1.5%, sequentially injecting samples according to the sequence of the standard products, the samples to be detected and the standard products, scanning at 250nm, completely separating impurities and obtaining good peak shapes, calculating the content of effective components of the samples to be detected according to an external standard method formula, respectively detecting six samples to be detected according to the process, and listing the results in table 4;
as can be seen from the data in the table, the method has good repeatability of the experimental result.
Test example 2 Linear test
Chromatographic column conditions: the method adopts SHIMADZU VP-ODS with the particle size of 4.6 mu m, the column length is 150mm, the column temperature is 40 ℃, and the theoretical plate number is 5000;
mixing acetonitrile: 0.8% glacial acetic acid in water at a volume ratio of 70: 30 is a mobile phase, the flow rate is 1mL/min, the detection wavelength is 250nm, and the sample injection volume is 5 mu L;
preparation of sample solution to be tested
Respectively weighing a standard substance 2, 3-dimethyl benzyl sulfide, adding methanol to dissolve and dilute the standard substance into a group of 2, 3-dimethyl benzyl sulfide samples to be tested containing 122ug/mL, 365ug/mL, 487ug/mL, 609ug/mL and 730ug/mL of 2, 3-dimethyl benzyl sulfide for later use.
Test and data processing
The measurement is carried out at 250nm in sequence, and the corresponding average peak area is obtained as follows:
122ug/mL：707447，365ug/mL：2115541，487ug/mL：2822017，609ug/mL：3532618.5，730ug/mL：4232446.5；
the peak area (A) was used for linear regression of the sample concentration, and as shown in FIG. 7, the regression equation obtained was:
y＝5,795.51x+1,051.48
R2＝1.0000
it can be seen that the linear relationship of 2, 3-dimethyl-methyl sulfide is good in the range of 100-700 ug/mL.
Test example 3 precision test
Chromatographic column conditions: the method adopts SHIMADZU VP-ODS with the particle size of 4.6 mu m, the column length is 150mm, the column temperature is 40 ℃, and the theoretical plate number is 5000;
mixing acetonitrile: 0.8% glacial acetic acid in water at a volume ratio of 70: 30 is a mobile phase, the flow rate is 1mL/min, the detection wavelength is 250nm, and the sample injection volume is 5 mu L;
preparing a standard solution: accurately weighing 0.0518g of 2, 3-dimethyl methyl sulfide standard substance, placing in a 100mL volumetric flask, adding 80mL of methanol, ultrasonically oscillating for dissolution, cooling to room temperature, and diluting with methanol to scale to obtain a standard substance solution for later use;
preparing a sample solution to be detected: different personnel accurately weigh 0.05g (accurate to 0.0002g)6 parts of sample to be tested containing 2, 3-dimethyl methyl sulfide in different laboratories, respectively place the sample in a 100mL volumetric flask, add 80mL of methanol, dissolve the sample by ultrasonic oscillation, after cooling to room temperature, dilute the sample to scale with methanol, and obtain a group of samples to be tested for intermediate precision tests for later use.
Test and data processing
Scanning and measuring at 250nm in sequence, completely separating impurities, calculating the content of effective components of the sample to be measured according to an external standard method formula, and respectively detecting six samples to be measured according to the process, wherein the results are listed in Table 5:
as can be seen from the data in the table, the RSD is less than 1%, and the intermediate precision of the experimental result of the method is good.
Test example 4 stability test
Chromatographic column conditions: the method adopts SHIMADZU VP-ODS with the particle size of 4.6 mu m, the column length is 150mm, the column temperature is 40 ℃, and the theoretical plate number is 5000;
mixing acetonitrile: 0.8% glacial acetic acid water volume ratio 70: 30 is a mobile phase, the flow rate is 1mL/min, the detection wavelength is 250nm, and the sample injection volume is 5 mu L;
preparing a sample solution to be detected: accurately weighing 0.0518g of standard substance containing 2, 3-dimethyl sulfide, placing in a 100mL volumetric flask, adding 80mL of methanol, ultrasonically oscillating for dissolution, cooling to room temperature, and diluting with methanol to scale to obtain a sample solution to be detected for later use;
test and data processing
After preparation, the detection is respectively carried out in 0 hour, 1 hour, 2 hours, 4 hours, 8 hours and 24 hours, scanning measurement is carried out at 250nm according to the method at different time, the impurity separation is complete, the peak shape is good, the content of the effective components of the sample to be detected is calculated according to an external standard method, and the results are listed in table 6:
as can be seen from the data in the table, the method has good stability of the experimental result in time.
Test example 5 recovery test
Chromatographic column conditions: the method adopts SHIMADZU VP-ODS with the particle size of 4.6 mu m, the column length is 150mm, the column temperature is 40 ℃, and the theoretical plate number is 5000;
mixing acetonitrile: 0.8% glacial acetic acid water volume ratio 70: 30 is mobile phase, the flow rate is 1mL/min, the detection wavelength is 250nm, and the injection volume is 5 muL.
Preparing a standard solution: accurately weighing 0.0523g of a 97% standard substance of 2, 3-dimethyl sulfide, placing the standard substance in a 100mL volumetric flask, adding 80mL of methanol, ultrasonically oscillating for dissolution, cooling to room temperature, and diluting with methanol to a scale to obtain a standard substance solution for later use;
precisely weighing three parts of 0.02g, 0.03g and 0.04g of 97.44% samples of the same batch, dissolving the three parts in a 100mL volumetric flask by using methanol, precisely adding 3.0mL, 2.0mL and 1.0mL of standard substances with the concentration of 11.0mg/mL, and performing a standard addition recovery test at constant volume.
Test and data processing
Scanning and measuring at 250nm, completely separating impurities, and calculating the content of effective components of a sample to be measured according to an external standard method formula, wherein the results are listed in Table 7:
as can be seen from the data in the table, the recovery rate of the spiked product was good.
As can be seen from the test examples, the method for analyzing the content of 2, 3-dimethyl methyl sulfide provided by the invention has the advantages of good repeatability, good stability, high accuracy and good operability, and can be widely applied to the analysis and detection of the content of 2, 3-dimethyl methyl sulfide.
The invention provides a brand-new analysis method for detecting the content of 2, 3-dimethyl methyl sulfide, which fills the technical blank in the corresponding field in the prior art, and the method for detecting the mass fraction of the 2, 3-dimethyl methyl sulfide can realize good chromatographic peak shape, accurate integral calculation result, no phenomena of front delay, trailing and the like, good separation degree, good repeatability and high reliability of the obtained result, is particularly suitable for quality control of intermediate products of pesticide raw medicaments, has important effect and practical significance on ensuring the quality of final products, accurate result, short analysis time and strong timeliness, and provides powerful data support for the production of the topramezone.
Although the present invention has been described in detail by referring to the drawings in connection with the preferred embodiments, the present invention is not limited thereto. Various equivalent modifications or substitutions can be made on the embodiments of the present invention by those skilled in the art without departing from the spirit and the spirit of the present invention, and any changes or substitutions which are within the technical scope of the present invention and are easily conceived by those skilled in the art are within the technical scope of the present invention. Therefore, the protection scope of the present invention shall be subject to the protection scope of the claims.
Claims (7)
1. The method for analyzing the content of the 2, 3-dimethyl benzyl sulfide is characterized in that a reversed-phase high-performance liquid chromatography method is adopted, a C18 reversed-phase chromatographic column is adopted as a chromatographic column, the number of theoretical plates is not less than 5000, and a mobile phase is a mixed system of acetonitrile and 0.8% glacial acetic acid aqueous solution;
the specific method comprises the following steps:
(1) respectively dissolving a standard substance and a sample to be detected by using methanol to obtain a standard substance solution and a sample solution to be detected, wherein the concentrations of the standard substance solution and the sample solution to be detected are both 0.2-0.7 mg/ml;
(2) after stabilizing the instrument baseline, sequentially injecting samples according to the sequence of the standard solution, the sample solution to be detected and the standard solution, and respectively averaging the peak areas of the 2, 3-dimethyl benzyl sulfide in the standard solution and the sample solution to be detected to obtain the average value of the peak areas;
(3) calculating the mass fraction of 2, 3-dimethyl-phenyl-methyl-sulfide according to the following formula:
in the formula:
A1-average value of 2, 3-dimethyl-thiobenediyl peak area in standard solution;
A2the average value of the peak area of the 2, 3-dimethyl sulfide in the sample solution to be detected;
m1-mass of standard/g;
m2-mass of sample to be tested/g;
P1-mass fraction of 2, 3-dimethyl-benzylsulfide in the standard;
X1-mass fraction of 2, 3-dimethyl-benzylsulfide in the sample to be tested.
2. The method for analyzing the content of 2, 3-dimethyl sulfide benzyl ether according to claim 1, wherein the volume of each injection sample is 1-10 μ L.
3. The method as claimed in claim 1, wherein the flow rate of the mobile phase is controlled to be 0.5-1.5 mL/min.
4. The method for analyzing the content of 2, 3-dimethyl benzyl sulfide as claimed in claim 1, wherein the chromatographic column is Shimadzu ODS-C18 reversed-phase chromatographic column with a particle size of 4.6 μm.
5. The method for analyzing the content of 2, 3-dimethyl sulfide methyl ether as claimed in claim 4, wherein the temperature of the chromatographic column is 30 ℃ to 50 ℃.
6. The method for analyzing the content of 2, 3-dimethyl sulfide as claimed in claim 1, wherein the detection wavelength of reversed phase high performance liquid chromatography is 230nm to 300 nm.
7. The method for analyzing the content of 2, 3-dimethyl sulfide benzyl ether according to claim 1, wherein the volume fraction of acetonitrile in the mixed system is 40% -80%.
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