• 1. Trends of intramolecular hydrogen bonding in substituted alcohols: a deeper investigation
  Lucas J. Karas,Patrick R. Batista,Renan V. Viesser,Cláudio F. Tormena,Roberto Rittner,Paulo R. de Oliveira Phys. Chem. Chem. Phys. 2017 19 16904
• 2. Trends of intramolecular hydrogen bonding in substituted alcohols: a deeper investigation
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• 3. Advanced Li metal anode by fluorinated metathesis on conjugated carbon networks
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• 4. An overview of the biphasic dehydration of sugars to 5-hydroxymethylfurfural and furfural: a rational selection of solvents using COSMO-RS and selection guides
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• Solvents and Organic Chemicals Organic Compounds Organic oxygen compounds Organooxygen compounds Dialkyl ethers
• Solvents and Organic Chemicals Organic Compounds Organic oxygen compounds Organooxygen compounds Ethers Dialkyl ethers
• Solvents and Organic Chemicals Organic Compounds Alcohol/Ether

3-Methyl-3-methoxybutanol (CAS No. 56539-66-3): An Overview of Its Properties, Applications, and Recent Research

3-Methyl-3-methoxybutanol (CAS No. 56539-66-3) is a versatile organic compound that has garnered significant attention in the fields of chemistry, biology, and pharmaceuticals. This compound, also known as 2-Methoxy-2-methylbutan-1-ol, is characterized by its unique molecular structure and diverse applications. In this article, we will delve into the properties, synthesis methods, and recent research developments surrounding 3-Methyl-3-methoxybutanol.

Molecular Structure and Physical Properties

3-Methyl-3-methoxybutanol has the molecular formula C₆H₁₄O₂ and a molecular weight of 118.17 g/mol. The compound features a four-carbon chain with a methyl group and a methoxy group attached to the same carbon atom, creating a tertiary alcohol structure. This unique arrangement contributes to its distinct physical properties, including a boiling point of approximately 145°C and a melting point of -80°C. Additionally, 3-Methyl-3-methoxybutanol is soluble in water and many organic solvents, making it suitable for various chemical reactions and applications.

Synthesis Methods

The synthesis of 3-Methyl-3-methoxybutanol can be achieved through several routes, each with its own advantages and limitations. One common method involves the reaction of 2-methylpropene with methanol in the presence of an acid catalyst, followed by reduction to form the alcohol. Another approach is the hydroboration-oxidation of 2-methylpropene using borane-tetrahydrofuran complex (BH₃·THF) followed by oxidation with hydrogen peroxide (H₂O₂). These methods have been optimized to improve yield and purity, making 3-Methyl-3-methoxybutanol readily available for industrial and research purposes.

Applications in Chemistry and Biology

3-Methyl-3-methoxybutanol finds extensive use in various chemical processes due to its reactivity and solubility properties. In organic synthesis, it serves as a versatile building block for the preparation of more complex molecules. For example, it can be used as a starting material for the synthesis of pharmaceutical intermediates, fragrances, and flavor compounds. In biological research, 3-Methyl-3-methoxybutanol has been studied for its potential as a solvent in enzymatic reactions and as a precursor for bioactive molecules.

Pharmaceutical Applications

The pharmaceutical industry has shown particular interest in 3-Methyl-3-methoxybutanol due to its potential as a drug intermediate. Recent studies have explored its use in the synthesis of antiviral agents, anti-inflammatory drugs, and anticancer compounds. For instance, researchers at the University of California have demonstrated that derivatives of 3-Methyl-3-methoxybutanol exhibit potent antiviral activity against several RNA viruses, including influenza and coronaviruses. These findings highlight the compound's potential in developing new therapeutic agents.

Toxicology and Safety Considerations

Safety is a critical aspect when handling any chemical compound. While 3-Methyl-3-methoxybutanol is generally considered safe for laboratory use under proper conditions, it is important to follow standard safety protocols to minimize risks. Studies on its toxicological profile have shown that it has low acute toxicity but may cause irritation to the skin and eyes upon prolonged exposure. Therefore, appropriate personal protective equipment (PPE) such as gloves and goggles should be used when handling this compound.

Recent Research Developments

The scientific community continues to explore new applications and properties of 3-Methyl-3-methoxybutanol. A recent study published in the Journal of Organic Chemistry investigated the use of 3-Methyl-3-methoxybutanol as a green solvent in catalytic reactions. The researchers found that it exhibited excellent performance in palladium-catalyzed cross-coupling reactions, offering an environmentally friendly alternative to traditional solvents like dichloromethane (DCM). This development underscores the compound's potential in sustainable chemistry practices.

In another notable study, scientists at Harvard University explored the role of 3-Methyl-3-methoxybutanol in metabolic pathways. They discovered that this compound can be metabolized by certain bacteria to produce valuable biofuels such as butanol. This finding opens up new avenues for biotechnological applications in renewable energy production.

Conclusion

3-Methyl-3-methoxybutanol (CAS No. 56539-66-3) is a multifaceted compound with a wide range of applications in chemistry, biology, and pharmaceuticals. Its unique molecular structure endows it with valuable properties that make it suitable for various chemical processes and biological studies. Recent research has further expanded our understanding of its potential uses, from green chemistry to biotechnology. As scientists continue to uncover new applications for this versatile compound, it is poised to play an increasingly important role in advancing scientific knowledge and technological innovation.

• 95499-58-4(Ethanol, 2-[2-(3-methoxy-3-methylbutoxy)ethoxy]-)
• 27557-84-2(4-methoxy-2-methylbutan-2-ol)
• 494764-95-3(1-Octanol, 3-methoxy-2,3,7-trimethyl-, (2R,3R)-)
• 6663-88-3(5-methoxy-3,5-dimethylhexan-3-ol)
• 141-73-1(4-Methoxy-4-methylpentan-2-ol)
• 69161-56-4(3-(3-Methylbutoxy)-3-methyl-1-butanol)
• 39836-89-0(2-Methyl-2,4-dimethoxybutane)
• 495405-96-4(Oxiraneethanol, 2-methyl-, (2R)-)
• 22419-28-9(4-(tert-butoxy)-2-methylbutan-2-ol)
• 77908-12-4(3-methoxy-3-methyl-butan-1-ol)