2,2,4-Trimethyl-1,2-dihydroquinoline, commonly known as TMQ, serves as an important antioxidant in various consumer products. It is utilized in rubber and plastic industries to prevent oxidation, thereby extending the lifespan of tires, plastic toys, and various other goods. By effectively combating deterioration caused by exposure to oxygen, TMQ contributes to the durability and functionality of everyday items.
Table of Contents:
- 💡 Commercial Applications
- ⚗️ Chemical & Physical Properties
- 🏭 Production & Procurement
- ⚠️ Safety Considerations
- 🔬 Potential Research Directions
- 🧪 Related Compounds
💡 Commercial Applications
2,2,4-Trimethyl-1,2-dihydroquinoline, also known as TMQ, is commonly used in the rubber industry as a stabilizer and antioxidant. It helps prevent oxidation and degradation of rubber products, extending their lifespan and improving their performance in various applications.
In addition to its role in the rubber industry, TMQ is also utilized in the production of plastics and polymers. Its antioxidant properties help protect these materials from degradation caused by heat, light, and oxygen exposure. This makes TMQ a valuable additive in the manufacturing of various plastic products.
In the realm of pharmaceuticals, 2,2,4-Trimethyl-1,2-dihydroquinoline has not been widely explored for drug and medication applications. Its primary use is focused on industrial purposes such as rubber and plastic production. Further research may uncover potential therapeutic benefits of TMQ, but at present, its commercial and industrial applications remain its main focus.
⚗️ Chemical & Physical Properties
2,2,4-Trimethyl-1,2-dihydroquinoline is a white crystalline solid with a faint odor. It is typically odorless when pure, but impurities can give it a slight aromatic scent.
The molar mass of 2,2,4-Trimethyl-1,2-dihydroquinoline is approximately 177.25 g/mol, with a density of around 1.05 g/cm³. This places it in the range of low molar mass and moderate density compared to common food items.
The melting point of 2,2,4-Trimethyl-1,2-dihydroquinoline is between 69-70°C, with a boiling point around 317°C. These values are significantly higher than those of most common food items, which typically have lower melting and boiling points.
2,2,4-Trimethyl-1,2-dihydroquinoline is sparingly soluble in water, with a viscosity similar to that of oils and fats. This contrasts with common food items, which are often more soluble and less viscous in water.
🏭 Production & Procurement
2,2,4-Trimethyl-1,2-dihydroquinoline, commonly known as TMQ, is primarily produced by a reaction between p-cresol and isobutylene in the presence of sulfuric acid. This synthesis typically occurs in a batch process at elevated temperatures, followed by purification steps to isolate the desired product.
Alternatively, TMQ can also be produced by reacting p-aminophenol with isobutyraldehyde under acidic conditions. This approach results in the formation of TMQ as a major product, which can then be separated and purified through various techniques such as distillation or chromatography.
2,2,4-Trimethyl-1,2-dihydroquinoline can be procured from chemical suppliers who specialize in rubber additives and antioxidants. It is often available in the form of a pale yellow to dark brown liquid or solid, depending on the purity and grade required. Transportation of TMQ typically involves the use of chemical tankers or drums to ensure safe and efficient delivery to customers worldwide.
⚠️ Safety Considerations
Safety considerations for 2,2,4-Trimethyl-1,2-dihydroquinoline (also known as TMQ) include potential skin and eye irritation upon contact. It is advised to wear appropriate personal protective equipment, such as gloves and safety goggles, when handling this chemical. In addition, good ventilation should be ensured to prevent inhalation of fumes.
Hazard statements for 2,2,4-Trimethyl-1,2-dihydroquinoline include “Causes skin irritation” and “Causes serious eye irritation.” These statements indicate the potential risks associated with direct contact with this chemical, emphasizing the importance of taking necessary precautions to protect oneself from harm.
Precautionary statements for 2,2,4-Trimethyl-1,2-dihydroquinoline include “Avoid breathing dust/fume/gas/mist/vapors/spray” and “Wash skin thoroughly after handling.” These statements highlight the importance of staying vigilant while working with this chemical and taking appropriate measures to minimize exposure. It is also recommended to seek medical advice if experiencing any symptoms of irritation or adverse effects.
🔬 Potential Research Directions
One potential research direction for 2,2,4-Trimethyl-1,2-dihydroquinoline could be to investigate its potential use as an antioxidant in materials such as rubber and polymers. This compound has shown promising antioxidant properties in initial studies, making it a promising candidate for further exploration in this area.
Another avenue of research could involve examining the biological activity of 2,2,4-Trimethyl-1,2-dihydroquinoline. This compound has demonstrated potential anti-inflammatory and anti-cancer properties in preliminary studies, suggesting that it may have applications in pharmacology and medicine. Further research in this area could help elucidate the molecular mechanisms underlying its biological effects.
🧪 Related Compounds
One similar compound to 2,2,4-Trimethyl-1,2-dihydroquinoline based on molecular structure is 2,2,6-Trimethyl-1,2-dihydroquinoline. This compound also contains three methyl groups attached to the quinoline ring, just like 2,2,4-Trimethyl-1,2-dihydroquinoline. The difference lies in the positioning of the methyl groups on the quinoline ring, with the methyl groups located at the 2, 2, and 6 positions in this compound.
Another similar compound is 2-Ethyl-1,2-dihydroquinoline. In this compound, there is an ethyl group attached to the quinoline ring instead of three methyl groups. This compound shares the same basic structure as 2,2,4-Trimethyl-1,2-dihydroquinoline, with a six-membered ring containing a nitrogen atom and two carbon-carbon double bonds.
One more compound with a molecular structure similar to 2,2,4-Trimethyl-1,2-dihydroquinoline is 1,2,3,4-Tetrahydroquinoline. This compound contains four hydrogen atoms attached to the quinoline ring, resulting in a fully saturated six-membered ring. While the substitution pattern is different from 2,2,4-Trimethyl-1,2-dihydroquinoline, both compounds share the common quinoline ring system in their structures.
