Compound Profile

5,5-Dimethyl-1-pyrroline-1-oxide

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5,5-Dimethyl-1-pyrroline-1-oxide, also known as DMPO, is a chemical compound with significant relevance to everyday life. This compound is commonly used as a spin trap in biochemical research to study free radicals and oxidative stress. Free radicals are highly reactive molecules that can cause damage to cells and tissues, contributing to various diseases such as cancer, cardiovascular disease, and neurodegenerative disorders. By capturing and stabilizing free radicals, DMPO plays a crucial role in understanding the mechanisms of oxidative stress and developing potential treatments. Furthermore, DMPO is also used in the food industry as a flavoring agent due to its distinctive odor profile. Overall, the multifaceted applications of DMPO highlight its importance in both scientific research and consumer products.

Table of Contents:

💡  Commercial Applications

5,5-Dimethyl-1-pyrroline-1-oxide, commonly known as DMPO, has various commercial and industrial applications. It is widely used as a spin trap in Electron Paramagnetic Resonance (EPR) spectroscopy to detect and characterize free radicals in chemical reactions. DMPO is also utilized as a scavenger for reactive oxygen species in pharmaceuticals and cosmetics to enhance their stability and shelf life.

In drug and medication applications, 5,5-Dimethyl-1-pyrroline-1-oxide plays a crucial role as a free radical scavenger. It is used in the development of antioxidant formulations to combat oxidative stress and protect cells from damage. DMPO has shown promising results in the treatment of neurodegenerative diseases, cardiovascular disorders, and inflammatory conditions due to its ability to neutralize harmful free radicals in the body.

Furthermore, 5,5-Dimethyl-1-pyrroline-1-oxide has gained attention in the food industry for its antioxidant properties. It is added to food products to prevent lipid oxidation, preserve freshness, and extend shelf life. DMPO has also been studied for its potential benefits in enhancing the nutritional value of foods and minimizing the formation of harmful compounds during cooking and processing.

⚗️  Chemical & Physical Properties

5,5-Dimethyl-1-pyrroline-1-oxide is a white crystalline solid with a distinctive odor that is commonly described as a pleasant, fruity smell resembling that of bread or popcorn.

The molar mass of 5,5-Dimethyl-1-pyrroline-1-oxide is approximately 109.1 g/mol, and its density is around 1.08 g/cm³. This places it in a similar range as common food items such as sugar and salt in terms of molar mass and density.

It has a melting point of about 59-60°C and a boiling point of approximately 225-230°C. These values are significantly higher than those of many common food items, such as water and cooking oils, which have lower melting and boiling points.

5,5-Dimethyl-1-pyrroline-1-oxide is sparingly soluble in water and is known to have a relatively low viscosity. This differs from common food items like sugar and salt, which are highly soluble in water and do not exhibit significant viscosity when dissolved.

🏭  Production & Procurement

5,5-Dimethyl-1-pyrroline-1-oxide, commonly known as DMPO, is primarily produced through the reaction between hydroxylamine and an aldehyde. This reaction typically takes place in the presence of acid catalysts, such as sulfuric acid or hydrochloric acid, to facilitate the formation of the desired product. The resulting DMPO is then isolated and purified through various techniques, such as filtration and recrystallization, to ensure its high quality and purity.

Procuring and transporting 5,5-Dimethyl-1-pyrroline-1-oxide involves several steps to ensure its safe and efficient delivery. Commercially, DMPO can be purchased from chemical suppliers who specialize in providing high-quality chemicals for various industries. When procuring DMPO, it is essential to consider its storage requirements, such as keeping it in a cool, dry place away from heat sources and incompatible materials. Transportation of DMPO is typically done in tightly sealed containers to prevent any leaks or spills during transit, ensuring its integrity and safety.

Upon receiving a shipment of 5,5-Dimethyl-1-pyrroline-1-oxide, it is crucial to inspect the container for any signs of damage or leakage before storing or using the chemical. Proper labeling and handling procedures should be followed to ensure the safe and efficient utilization of DMPO in various applications. Additionally, storing DMPO in a designated area away from other chemicals and incompatible materials is essential to prevent any potential reactions or hazards that may arise from improper storage practices.

⚠️  Safety Considerations

Safety considerations for 5,5-Dimethyl-1-pyrroline-1-oxide (DMPO) should be taken into account due to its potential hazards. DMPO is classified as harmful if swallowed, inhaled, or in contact with skin. It may cause irritation to the respiratory system, skin, and eyes. Therefore, proper personal protective equipment, such as gloves and goggles, should be worn when handling this chemical. Additionally, DMPO should be stored in a cool, dry, well-ventilated area away from incompatible materials to prevent any potential reactions.

Hazard statements for 5,5-Dimethyl-1-pyrroline-1-oxide include “Harmful if swallowed, inhaled, or in contact with skin,” “May cause respiratory irritation,” “May cause skin and eye irritation.” These statements indicate the potential dangers associated with exposure to DMPO, emphasizing the importance of taking appropriate safety precautions when working with this chemical. It is crucial to handle DMPO with care and follow proper safety protocols to minimize the risk of adverse health effects.

Precautionary statements for 5,5-Dimethyl-1-pyrroline-1-oxide include: “Wear protective gloves/eye protection/face protection,” “IF SWALLOWED: Rinse mouth. Do NOT induce vomiting,” “IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do.” These precautionary measures aim to guide individuals on how to safely handle DMPO to reduce the risk of exposure and potential harm. By following these statements, individuals can protect themselves and others from the hazards associated with this chemical.

🔬  Potential Research Directions

Research on 5,5-Dimethyl-1-pyrroline-1-oxide (DMPO) has shown its potential as a spin trapping agent in the study of free radicals and reactive oxygen species. Future investigations could explore its effectiveness in capturing and stabilizing various radicals to gain insights into their structures and reactivity.

Additionally, studies may focus on the use of DMPO as a tool for detecting and quantifying free radicals in biological systems. This could lead to a better understanding of oxidative stress-related diseases and the development of targeted therapies to mitigate their harmful effects.

Moreover, further research could investigate the potential applications of DMPO in different fields, such as food preservation or environmental protection. By exploring its antioxidant properties and stability, scientists could find innovative ways to leverage its benefits in various industries.

Furthermore, ongoing studies may delve into the synthesis and modification of DMPO derivatives to enhance their efficacy in trapping specific radicals or targeting specific pathways. This could lead to the development of more potent spin trapping agents with tailored properties for specific research or practical applications.

Overall, the exploration of 5,5-Dimethyl-1-pyrroline-1-oxide in diverse research directions holds promise for advancing our understanding of reactive species, oxidative stress mechanisms, and potential therapeutic interventions.

One similar compound to 5,5-Dimethyl-1-pyrroline-1-oxide based upon molecular structure is 2,2-Dimethyl-1-pyrroline-1-oxide. This compound also contains a pyrroline ring, but with two methyl groups attached to the carbon atoms adjacent to the nitrogen atom, giving it a similar structural framework to 5,5-Dimethyl-1-pyrroline-1-oxide.

Another related compound is 4,4-Dimethyl-1-pyrroline-1-oxide. Similar to 5,5-Dimethyl-1-pyrroline-1-oxide, this compound features a pyrroline ring with two methyl groups attached to the carbon atoms adjacent to the nitrogen atom. The difference lies in the position of the methyl groups on the pyrroline ring, making it a closely related structural analog.

A further compound with structural similarities to 5,5-Dimethyl-1-pyrroline-1-oxide is 3,3-Dimethyl-1-pyrroline-1-oxide. This compound contains a pyrroline ring with two methyl groups attached to the carbon atoms adjacent to the nitrogen atom, mirroring the structural motif found in 5,5-Dimethyl-1-pyrroline-1-oxide. The positioning of the methyl groups on the pyrroline ring in this compound closely resembles that of 5,5-Dimethyl-1-pyrroline-1-oxide.

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