Chemical Analysis of 2-Methyl-4-isothiazolin-3-one CAS#2682-20-4

August 8, 2024

Chemical Analysis of 2-Methyl-4-isothiazolin-3-one CAS#2682-20-4

Abstract

This article provides a comprehensive analysis of 2-Methyl-4-isothiazolin-3-one, also known as MIT, with the CAS number 2682-20-4. The analysis covers various aspects, including its physical and chemical properties, synthesis methods, analytical techniques, applications, safety considerations, and environmental impact. The information presented in this article aims to provide a thorough understanding of MIT and its significance in various industries.

1. Physical and Chemical Properties

2-Methyl-4-isothiazolin-3-one (MIT) is a colorless to pale yellow liquid with a molecular formula of C4H5NOS. It has a molecular weight of 113.15 g/mol and a boiling point of approximately 163°C. MIT is soluble in water and most organic solvents, making it highly versatile for various applications. Its chemical structure consists of a thiazole ring with a methyl group and an isothiazolinone functional group, which contributes to its unique properties.

MIT exhibits excellent preservative properties due to its ability to inhibit the growth of bacteria, fungi, and yeast. It is also known for its low toxicity and biodegradability, making it an environmentally friendly alternative to traditional preservatives. The compound's stability and compatibility with other chemicals make it suitable for use in a wide range of products.

In terms of safety, MIT is considered safe for human use when used in concentrations below 0.1%. However, it can cause skin and eye irritation in higher concentrations, and proper handling and storage are essential to prevent accidental exposure.

2. Synthesis Methods

There are several methods for synthesizing 2-Methyl-4-isothiazolin-3-one, with the most common being the cyclization of substituted thiazole derivatives. One of the primary methods involves the reaction of ethyl 2-(methylthio)acetate with carbon disulfide in the presence of a base, such as sodium ethoxide. This reaction produces a substituted thiazole derivative, which is then treated with an acid to form MIT.

Another method involves the reaction of 2-methylthioaniline with carbon disulfide and chloroacetic acid in the presence of a catalyst. This process also yields a substituted thiazole derivative, which is subsequently converted to MIT through acidic hydrolysis.

Additionally, a green synthesis method has been developed using microwave-assisted heating, which reduces reaction time and energy consumption. This method involves the reaction of 2-methylthioaniline with carbon disulfide and chloroacetic acid in the presence of a microwave-absorbing catalyst.

3. Analytical Techniques

Several analytical techniques are employed to identify and quantify 2-Methyl-4-isothiazolin-3-one in various matrices. Gas chromatography-mass spectrometry (GC-MS) is a widely used technique for the analysis of MIT, as it provides both qualitative and quantitative information. GC-MS can detect MIT at low concentrations, making it suitable for environmental monitoring and quality control applications.

Liquid chromatography-mass spectrometry (LC-MS) is another powerful technique for analyzing MIT, particularly in complex matrices such as biological samples. LC-MS offers high sensitivity and selectivity, allowing for accurate quantification of MIT in a variety of matrices.

High-performance liquid chromatography (HPLC) is also employed for the analysis of MIT, using different detection methods such as UV, fluorescence, or mass spectrometry. HPLC is particularly useful for the analysis of MIT in pharmaceuticals, cosmetics, and food products.

4. Applications

2-Methyl-4-isothiazolin-3-one is widely used as a preservative in various industries, including cosmetics, pharmaceuticals, and agriculture. Its excellent preservative properties make it an ideal choice for products that require long shelf life and protection against microbial contamination.

In the cosmetics industry, MIT is used in shampoos, conditioners, and other personal care products to prevent bacterial and fungal growth. It is also found in paints, coatings, and adhesives, where it helps to prevent spoilage and extend the product's shelf life.

In agriculture, MIT is used as a fungicide and bactericide to protect crops from diseases caused by fungi and bacteria. Its low toxicity and biodegradability make it an environmentally friendly option for crop protection.

5. Safety Considerations

While 2-Methyl-4-isothiazolin-3-one is considered safe for human use in low concentrations, it is essential to follow proper safety guidelines to prevent adverse effects. MIT can cause skin and eye irritation, and prolonged exposure may lead to allergic reactions or respiratory issues.

Workers handling MIT should wear appropriate personal protective equipment, such as gloves, goggles, and respiratory protection, to minimize the risk of exposure. Proper ventilation is also crucial to reduce the concentration of MIT in the air.

In case of accidental exposure, immediate medical attention should be sought. First aid measures include washing the affected area with plenty of water and seeking medical advice for eye or respiratory exposure.

6. Environmental Impact

2-Methyl-4-isothiazolin-3-one is considered to have a low environmental impact due to its biodegradability and low toxicity. However, proper disposal and handling of MIT are essential to prevent contamination of soil and water sources.

In the event of a spill, appropriate containment and cleanup measures should be taken to prevent environmental damage. MIT should be stored in a secure location, away from incompatible chemicals and extreme temperatures, to prevent accidental release.

Regulatory agencies, such as the Environmental Protection Agency (EPA), have established guidelines for the safe use and disposal of MIT to minimize its environmental impact. Compliance with these regulations is crucial for industries using MIT.

Conclusion

In conclusion, 2-Methyl-4-isothiazolin-3-one (MIT) is a versatile and effective preservative with a wide range of applications in various industries. Its unique physical and chemical properties, along with its low toxicity and biodegradability, make it an environmentally friendly alternative to traditional preservatives. The article has provided an in-depth analysis of MIT, covering its synthesis methods, analytical techniques, applications, safety considerations, and environmental impact. By understanding these aspects, industries can make informed decisions regarding the use and handling of MIT, ensuring its safe and effective application.

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