Sodium Methanesulfinate is an organic compound. It usually appears as a white to grayish white powder or crystal with no special odor. At high temperatures, sodium methane sulfite may exhibit slight sublimation. When heated to about 120 ℃, sodium methanesulfite will lose its crystalline water and gradually decompose. For example, it has reducibility and can react with hydrogen peroxide in acidic or neutral aqueous solutions to generate peroxymethane sulfite. Peroxymethane sulfite is very unstable and quickly decomposes into sulfate ions, water, and oxygen. In addition, sodium methanesulfonate can also undergo an oxidation-reduction reaction with hypochlorous acid, generating chloromethane, sulfate ions, and water. The conjugated addition of sodium methanesulfonate with vinyl heterocycles has been described. Studied the cross coupling reaction between arylboronic acid and sodium methanesulfonate. Its reserve solution is made by adding 1 equivalent of sodium hydroxide to methanesulfonic acid and diluting it to 4M. Keep the container sealed, store in a closed container, in a cool and dry place, avoid contact with oxides and moisture, use and store according to specifications without decomposition.
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Chemical Formula |
CH3NaO2S |
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Exact Mass |
102 |
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Molecular Weight |
102 |
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m/z |
102 (100.0%), 104 (4.5%), 103 (1.1%) |
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Elemental Analysis |
C, 11.77; H, 2.96; Na, 22.52; O, 31.35; S, 31.41 |
Sodium methanesulfinate, is an inorganic salt with a distinct set of properties and applications. It appears as a white, crystalline solid that is soluble in water, forming an aqueous solution. This compound is characterized by the presence of a sulfinate group (SO2-), where one of the oxygen atoms in the sulfate ion (SO42-) has been replaced by a hydrogen atom, and this group is bonded to a sodium cation (Na+).
In terms of its preparation, it can be synthesized through various chemical reactions, such as the oxidation of methane thiol (CH3SH) with appropriate oxidizing agents under controlled conditions. The process requires careful handling due to the potential reactivity of the intermediates involved.
This compound finds utility in several industrial and research settings. One of its key applications is as a reducing agent in various chemical reactions, particularly in those requiring gentle and selective reduction conditions. Additionally, it is employed in the production of other chemicals, serving as an intermediate in synthetic pathways leading to a wide range of products.
Furthermore, its ability to form stable radicals under specific conditions makes it valuable in studies involving radical chemistry and free radicals. Researchers utilize its unique properties to investigate reaction mechanisms, kinetic studies, and other aspects of radical-mediated processes.
Overall, with its distinctive chemical structure and properties, plays a significant role in both practical industrial processes and advanced chemical research.
Organic Synthesis
It can be used to synthesize certain specific organic compounds. For example, it can react with aldehydes or ketones to generate corresponding methylsulfonyl alkyl ethers, which are important organic synthesis intermediates. In addition, it can also be used to synthesize some biologically active compounds.
As a Chelating Agent & Precipitant
Has the ability to form stable chelates with metal ions, which allows it to extract metal ions from aqueous solutions. Chelating agents enhance the stability and solubility of metal ions by forming a ring structure with metal ions, thereby facilitating the separation and extraction of metal ions from complex aqueous systems.
Also be used as a precipitant to precipitate certain specific ions or compounds. The role of the precipitant is to react chemically with ions or compounds in the solution to produce a precipitate that is insoluble in water, thereby achieving the separation and purification of ions.
In the Field of Agriculture
Such as being used as raw materials or additives for pesticides, to prevent diseases and pests, or to promote plant growth.
Environmental Science
Due to its reducibility and other chemical properties, sodium methanesulfite also has certain application value in the field of environmental science. For example, it can be used to address certain environmental pollution issues, or to study the transformation and degradation mechanisms of certain substances in the environment.
Research Experiment Case
The primary objective of this research experiment was to establish a method for the simultaneous determination of chloride (Cl-) and sulfate (SO42-) ions in sodium methanesulfinate using ion chromatography.
Materials & Methods
Sample Preparation
- The samples were prepared with known concentrations of Cl- and SO42- ions.
- The samples were prepared under controlled conditions to ensure accuracy and reproducibility.
Instrumentation
- Ion chromatography system equipped with a suppression conductivity detector was used.
- The system was calibrated using standard solutions of Cl- and SO42- ions.
Chromatographic Conditions
- Appropriate chromatographic conditions, such as mobile phase composition, flow rate, and column temperature, were optimized to ensure the separation and detection of Cl- and SO42- ions.
Data Analysis
- The peak areas of Cl- and SO42- ions were measured and compared with the calibration curve to determine their concentrations in the samples.
- The recovery rates and relative standard deviations (RSDs) were calculated to assess the accuracy and precision of the method.
Results
Calibration Curve
- The calibration curve for Cl- was linear in the range of 0.2~25 mg/L with a correlation coefficient (r) of 0.9999.
- The calibration curve for SO42- was linear in the range of 0.1~10 mg/L with an r of 0.9996.
Recovery and Precision
- The mean recovery of Cl- was 102% with an RSD of 0.36%.
- The mean recovery of SO42- was 101% with an RSD of 0.61%.
Detection Limits
- The detection limits for Cl- and SO42- were 0.011 mg/L and 0.014 mg/L, respectively.
The research experiment successfully established a method for the simultaneous determination of Cl- and SO42- ions in sodium methanesulfinate using ion chromatography. The method exhibited good linear range, low detection limits, and high accuracy and precision. The results obtained from this study are reliable and can be used for quality control purposes in the production and analysis.
The developed method has potential applications in various industries where it is used, such as pharmaceuticals, dyes, polymers, and the food industry. By accurately determining the concentrations of Cl- and SO42- ions in it, manufacturers can ensure the quality and consistency of their products.
In conclusion, the research experiment demonstrated the feasibility of using ion chromatography for the simultaneous determination of Cl- and SO42- ions. The method developed is reliable, accurate, and precise, and has potential applications in various industries.
Sodium methanesulfonate (CAS number 20277-69-4) is an important organic synthesis intermediate widely used in the fields of medicine, pesticides, dyes, and functional materials. The core synthesis method revolves around the introduction and conversion of sulfonic acid groups, combined with industrial production needs and laboratory research progress, mainly forming the following three technical routes:
Sodium metabisulfite method: cost optimization and process innovation
The sodium metabisulfite method is currently the mainstream process in industrial production, which uses methane sulfonyl chloride and sodium metabisulfite as raw materials to efficiently introduce sulfonic acid groups through nucleophilic substitution reaction. The specific process is as follows:
In a nitrogen protected four necked flask, add 326 grams of 35% (mass fraction) sodium metabisulfite solution, stir and heat to 60-65 ℃. Sodium metabisulfite decomposes at this temperature to generate bisulfite ions, providing active sites for subsequent reactions.
Slowly add 90.6 grams of methane sulfonyl chloride dropwise and maintain a slight reflux of the reaction solution. During the reaction process, bisulfite ions attack the sulfur atom of methane sulfonyl chloride, leading to nucleophilic substitution reaction and the formation of sulfonic acid salts. By using sodium hydroxide solution to adjust the pH value in real-time within the range of 8-9, it not only prevents excessive oxidation of bisulfite ions to sulfate ions, but also avoids hydrolysis of methane sulfonyl chloride to produce methanesulfonic acid.
After the reaction is complete, add 50% (mass fraction) calcium chloride solution to completely precipitate the generated calcium sulfate calcium sulfite. After filtration, a colorless and transparent sulfonation solution is obtained, which is then concentrated under reduced pressure dehydration until white crystals precipitate. After cooling, anhydrous ethanol was added, and sodium chloride was separated by solubility difference. Finally, high-purity sodium methanesulfonate was obtained by recrystallization and drying.
Technical advantages:
Cost effectiveness:
The cost of sodium metabisulfite is comparable to that of sodium sulfite, but 1 mole of sodium metabisulfite can provide 2 moles of hydrogen sulfite ions, increasing raw material utilization by 50%;
Solubility optimization:
The solubility of sodium metabisulfite is twice that of sodium bisulfite, reducing the amount of solvent water and increasing equipment production capacity by more than 30%;
Process simplification:
Omitting the multi-step neutralization and concentration steps in traditional methods to shorten the production cycle.
Application cases:
A certain chemical enterprise has adopted this process to achieve an annual production of 500 tons of sodium methanesulfonate, with a product purity of 99.2% and a comprehensive cost reduction of 18% compared to traditional processes. It is widely used in the synthesis of zoxamide (an antiepileptic drug) and Disperse Orange 29 (a dye intermediate).
Sodium sulfite direct method: exploration of improving the classic process
The sodium sulfite direct method uses sodium sulfite and methane sulfonyl chloride as raw materials to synthesize sodium methane sulfite through a nucleophilic substitution mechanism. The process is similar to the sodium metabisulfite method, but the reaction conditions need to be optimized to overcome the bottleneck of low solubility of sodium sulfite.
Using a water ethanol mixed solvent (volume ratio 3:1), the solubility of sodium sulfite was increased to 15% (mass fraction), which is three times higher than that of pure water system. The reaction temperature is controlled at 70-75 ℃ to promote the collision frequency between sulfite ions and methane sulfonyl chloride.
Divide methane sulfonyl chloride into three batches and add them dropwise, with a 15 minute interval between each batch, to avoid side reactions caused by excessive local concentration. The endpoint of the reaction is monitored by gas chromatography to ensure a conversion rate of ≥ 98% for residual methane sulfonyl chloride.
Introducing ultrasonic assisted crystallization technology, applying 20kHz ultrasonic waves in the concentrated solution to make the crystal particle size distribution more uniform (D50=45 μ m) and reduce filtration time by 40%.
Technical challenges:
Solvent recovery cost:
Ethanol needs to be recovered through distillation, with energy consumption accounting for 12% of production costs;
By product control:
Methanesulfonic acid is easily generated at high temperatures (yield ≤ 2%), which needs to be suppressed through real-time pH regulation.
Applicable scenarios:
Suitable for small-scale laboratory preparation or high-end products sensitive to impurities (such as pharmaceutical grade sodium methanesulfonate, purity ≥ 99.5%).
Redox Method: An Emerging Path in Green Chemistry
The oxidation-reduction method regulates the valence state of sulfur elements through oxidation or reduction reactions, providing a green alternative for the synthesis of sodium methanesulfinate.
Using methyl mercaptan (CH3SH) as the raw material, it reacts with oxygen under the action of a catalyst (such as vanadium based oxide) to produce sodium methanesulfonate. The reaction conditions are 120 ℃ and 2.5MPa, with a selectivity of 92%. The raw materials for this route are readily available (methyl mercaptan is a byproduct of petrochemicals), but the issue of catalyst deactivation needs to be addressed (lifespan ≤ 500 hours).
Dimethyl disulfide ((CH3)2S2) was selectively reduced to produce sodium methanesulfonate at 80 ℃ and 1.5MPa under the action of hydrogen and palladium carbon catalyst, with a yield of 85%. This route has a high atomic utilization rate (100%), but there are safety risks associated with hydrogen transportation and storage.
Technological prospects:
The oxidation-reduction method conforms to the principles of green chemistry (atomic economy ≥ 90%), but its industrial application is still limited by catalyst cost (vanadium based catalyst price ≥ 5000 yuan/kg) and harsh reaction conditions. With the development of nanocatalysts and continuous flow reactor technology, this route is expected to achieve large-scale production before 2030.
FAQ
What is sodium hydroxymethanesulfinate used for?
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Sodium hydroxymethanesulfinate is used as a reagent in the synthesis of organic compounds, as a catalyst in chemical reactions, and as a preservative and bleaching agent. Sodium hydroxymethanesulfinate is also used in the production of food and beverages, as well as in the pharmaceutical industry.
What is the sodium salt of methanesulfonic acid?
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Sodium methanesulfonate | CH3NaO3S | CID 638112 - PubChem.
Is sodium cumenesulfonate safe?
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This chemical has been verified to be of low concern in cleaning products based on experimental and modeled data as assessed by the EPA.
What is another name for sodium heptanesulfonate?
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Synonyms: 1-Heptanesulfonic Acid Sodium Salt. Heptylsulfonic Acid Sodium Salt.
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