N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamine CAS 93102-05-7 is a versatile organosilicon compound. This special silylated benzylamine derivative is a necessary component of many cutting-edge applications. Its unique molecular makeup enables important contributions in a wide range of industrial and scientific domains. Its properties are used by experts in material science, organic synthesis, and pharmaceutical development to spur innovation. This article will examine the basic properties, various uses, and important handling procedures of this significant substance.
N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamine’s Chemical Characteristics
To use N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamine effectively, you must understand its physicochemical characteristics. Under normal circumstances, this compound is a colorless to pale yellow liquid. Its molecular weight is 237.41 g/mol, and its formula is C13H23NOSi. In synthetic chemistry, these values are necessary for stoichiometric computations.
Its physical constants also shed light on its behavior. At 25 °C, the density is 0.928 g/mL. The substance’s refractive index. Both material identification and quality control depend on these parameters. Its low boiling point under vacuum makes it easier to purify using distillation, a popular method for producing high-purity materials needed for delicate applications. This trimethylsilylmethyl benzylamine derivative is a well-characterized and trustworthy reagent for professionals and engineers due to the combination of these characteristics.
This is a comprehensive table of its main attributes.
| Property | Value |
| CAS Number | 93102-05-7 |
| Molecular Formula | C13H23NOSi |
| Molecular Weight | 237.41 g/mol |
| Appearance | Colorless to pale yellow liquid |
| Density | 0.928 g/mL at 25 °C |
| Boiling Point | 76 °C / 0.3 mmHg |
| Refractive Index | 1.492 |
| Purity | ≥ 96% |
Utilizing N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamine CAS 93102-05-7 in Organic Synthesis
N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamine is a potent intermediate in the field of organic synthesis. There are several reactive sites in its structure. As a result, chemists can use these locations to create intricate molecular structures. In contemporary synthetic strategies, the presence of the trimethylsilylmethyl group in particular provides distinctive reactivity patterns that are highly desired. This organosilicon compound is particularly useful for the production of important reactive intermediates called azomethine ylides.
In particular, the substance is a precursor to azomethine ylides that are not stabilized. These 1,3-dipole intermediates are extremely reactive. They easily engage with different dipolarophiles in [3+2] cycloaddition reactions. Heterocyclic chemistry relies heavily on this class of reactions. It makes it possible to efficiently construct nitrogen-containing rings with five members, like pyrrolidines. Pyrrolidine scaffolds are found in a wide range of pharmaceutically active substances and natural products. Thus, it is important to be able to synthesize them effectively.
Additionally, this benzyl methoxymethyl trimethylsilylamine can be used for asymmetric synthesis. Chemists can regulate the stereochemical result of cycloaddition reactions by adding chiral auxiliaries or catalysts. Enantiomerically enriched products are the result of this. Asymmetric 1,3-dipolar cycloadditions are an advanced method for creating highly stereoselective chiral molecules. Thus, this reagent provides a reliable pathway to complex, stereodefined structures that are necessary for drug discovery and development. It is necessary for researchers who are pushing the limits of molecular design because of its usefulness as a synthetic tool.
Applications in Agrochemicals and Pharmaceuticals
This organosilicon compound has a substantial impact on the pharmaceutical industry. Its main purpose is to serve as a flexible pharmaceutical intermediate. Numerous drug candidates share molecular frameworks that are derived from its application in cycloaddition reactions. The pyrrolidine ring system, for instance, is a fundamental component of many antiviral, anticancer, and CNS medications. The biological activity of a molecule can be fine-tuned by altering the substituents on the pyrrolidine ring.
Chemists can effectively introduce structural diversity by using N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamine early in a synthetic route. During the lead optimization stage of drug discovery, this diversity is necessary. A drug’s pharmacokinetic profile, toxicity, or efficacy can all be improved by specific chemical changes made to the intermediates. Additional pathways for molecular elaboration can be created by carefully removing or changing the silyl group. This adaptability is a major benefit.
The compound is used in agrochemicals as well as pharmaceuticals. It can be a component of new pesticides and fungicides. Intermediates made from this compound are used in the antifungal agent formulation industry to produce safer and more effective products. As a leather industry bactericide, its derivatives are also being investigated. They aid in preventing microbial deterioration of materials. These uses demonstrate the compound’s wide range of potential for producing compounds that safeguard both precious materials and human health.
Material Science Applications
N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamine has significant uses in material science outside of synthesis and the biological sciences. It is a useful ingredient in the creation of silicone-based materials because of its silicon-containing moiety. Silicones are renowned for their distinct physical characteristics, chemical resistance, and thermal stability. These properties can be altered and improved by adding this compound to a polymer matrix.
It has the ability to function as an adhesive additive in particular. It can strengthen the bond between various material layers or surfaces because of its chemical makeup. Help organic polymers stick to inorganic surfaces like metal or glass. This is especially helpful when making electronic components. While the silane group can create powerful covalent bonds with inorganic surfaces, the benzylamine component can interact with organic matrices.
Moreover, it enhances the functionality of coatings and polymers. It can be added to these materials to increase their stability and durability. For example, it can improve resistance to chemical exposure, UV rays, and weathering. It can serve as a cell stabilizer or surfactant during the creation of polyurethane foams. This kind of polyurethane foam additive aids in regulating cell size and distribution. This results in better insulation performance and mechanical strength. Its industrial importance is highlighted by its contribution to the development of stronger and better-performing materials.
Guidelines for Safety and Handling
Working with any chemical reagent requires following the right safety and handling protocols. This also applies to N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamine. The compound is classified as a skin irritant, a serious eye irritant, and a potential respiratory irritant (STOT SE 3). All employees must thus wear the proper personal protective equipment (PPE).
Wear appropriate PPE, including a lab coat to protect your clothing, safety glasses or goggles to shield your eyes from splashes, and chemical-resistant gloves to prevent skin contact. Conduct all work in a fume hood with adequate ventilation whenever you may produce vapors or aerosols. Use an appropriate respirator filter to prevent inhalation.
Store the compound in a tightly sealed container to prevent moisture contamination and deterioration. Keep it dry, well-ventilated, and at room temperature. Also, store it away from incompatible substances such as potent oxidizers. At last, remove all sources of ignition from handling and storage areas, as you would with many organic solvents and reagents. Adhering to these rules guarantees a secure workplace and preserves the compound’s integrity for both production and research.
Commonly Asked Questions (FAQs)
What is N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamine’s molecular formula?
C13H23NOSi is the molecular formula.
What is this compound’s boiling point?
At a pressure of 0.3 mmHg, the boiling point is 76 °C.
What are this compound’s main uses?
Its main applications are as an intermediate in the synthesis of organic compounds, the creation of novel medications, and the creation of sophisticated materials.
How pure is N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamine?
Usually, the compound has a purity of at least 96%.
What safety measures are required when working with this substance?
Always wear the proper PPE, such as gloves, respirator filters, and eyeshields. To prevent irritation of the skin and eyes, the compound should be handled carefully and stored at room temperature.
