Introduction
Cyclohexyl(dimethoxy)methylsilane (CAS 17865-32-6) is a highly versatile organosilicon compound. It belongs to the class of alkoxysilanes, which are fundamental building blocks in organosilicon chemistry. The presence of both hydrolyzable dimethoxy groups and stable methyl and cyclohexyl organic substituents makes it a valuable reagent for introducing silicon-containing functional groups into organic molecules and materials. Its primary use is as a specialized intermediate in the synthesis of more complex silanes, silicone polymers, and as a modifying agent for material surfaces.
Physical & Chemical Parameters
| Parameter | Specification / Value | Notes / Reference |
|---|---|---|
| Boiling Point | 105 °C at 20 mmHg | Literature value. |
| Density | 1.025 g/mL at 25 °C | Measured. |
| Refractive Index (n20/D) | 1.4560 | Characteristic physical constant. |
| Flash Point | 73 °C (163 °F) | Combustible liquid. |
| Vapor Pressure | Data not widely reported; expected to be low at room temperature. | -- |
| Solubility | Soluble in common organic solvents (e.g., ether, toluene, THF). Reacts with water. | Moisture-sensitive. |
Mechanism of Action
The reactivity and utility of Cyclohexyl(dimethoxy)methylsilane stem from the distinct roles of its functional groups.
- Hydrolyzable Alkoxy Groups (Si-OCH₃): The two methoxy (-OCH₃) groups attached to silicon are hydrolytically labile. Upon exposure to water (even atmospheric moisture), they undergo hydrolysis, converting to reactive silanol (Si-OH) groups.
- Condensation & Bond Formation: The generated silanol groups can then condense with other silanol groups (from the same or other molecules) or with hydroxyl (-OH) groups present on substrate surfaces (e.g., glass, metals, minerals, polymers). This condensation reaction forms strong Si-O-Si or Si-O-substrate covalent bonds, releasing water or alcohol as a byproduct.
- Organic Substituent Role: The methyl (CH₃-) and cyclohexyl (C₆H₁₁-) groups are non-hydrolyzable. They remain attached to the silicon atom, becoming the organic "tails" that project from the modified surface or become integrated into a polymer backbone. The bulky cyclohexyl group, in particular, can impart specific properties like increased hydrophobicity, steric bulk, and altered solubility to the final material.
Key Benefits & Efficacy
- Dual-Functionality: Combines reactive sites (for bonding/crosslinking) with stable organic groups (for property modification) in a single molecule.
- Effective Surface Modifier: Creates a permanent, covalently bonded organic-silicon monolayer on inorganic surfaces, enhancing compatibility with organic matrices or imparting water-repellency.
- Versatile Building Block: Serves as a critical synthon for constructing custom organosilicon architectures, including dendritic and hyperbranched polymers.
- Controlled Reactivity: The dimethoxy groups offer a balance between reactivity (more reactive than ethoxy) and handling stability compared to trichloro or trialkoxy analogs, allowing for controlled processing.
Primary Applications
| Industry / Field | Application Examples | Role & Function |
|---|---|---|
| Organosilicon & Polymer Chemistry | Monomer for synthesizing specialty silicone oils, resins, and elastomers; building block for dendrimers and star-shaped polymers. | Provides the silicon-oxygen framework and introduces the cyclohexyl moiety to tune properties (e.g., flexibility, thermal stability). |
| Surface Engineering & Coatings | Coupling agent or primer for glass, metal, or mineral fillers before incorporation into composites (e.g., rubber, plastics); hydrophobic surface treatment. | Forms a molecular bridge, improving adhesion between inorganic fillers and organic polymer matrices. |
| Organic Synthesis | Precursor to other functional silanes via substitution reactions; protecting group reagent in multistep synthesis. | The silicon center can be further functionalized or act as a temporary anchor for synthetic manipulations. |
| Materials Science Research | Used in developing novel hybrid organic-inorganic materials (ORMOSILs), sorbents, or stationary phases for chromatography. | Imparts a specific organic character to a silica-based network during sol-gel processing. |
FAQ: Frequently Asked Questions
Q: What are the main hazards and safe handling procedures?
A: This compound is flammable (flash point 73°C) and moisture-sensitive. It may cause skin and eye irritation. Always handle in a well-ventilated fume hood, wear appropriate PPE (gloves, safety glasses), and keep away from sparks, heat, and water. Store under an inert atmosphere.
Q: Is it soluble in water?
A: No, it is not soluble in water. In fact, it reacts with water through hydrolysis. It is soluble in most common organic, water-free solvents.
Q: What is the difference between this and other methyl-dimethoxy silanes (e.g., Methyltrimethoxysilane)?
A: The key difference is the organic substituent. Methyltrimethoxysilane (CH₃Si(OCH₃)₃) has three reactive methoxy groups and one methyl group, making it a highly effective crosslinker. Cyclohexyl(dimethoxy)methylsilane has only two methoxy groups (less crosslinking potential) and a large, hydrophobic cyclohexyl ring, which is more influential in modifying surface properties and polymer side chains.
Q: How should it be stored long-term?
A: For maximum shelf life, store in the original, tightly sealed bottle under a dry, inert gas blanket (nitrogen/argon) in a cool, dry place, ideally refrigerated. Exposure to air will cause gradual hydrolysis and formation of siloxanes.
Act Now
Advance your material science or synthetic chemistry projects with our high-quality Cyclohexyl(dimethoxy)methylsilane. We provide detailed technical data, certificates of analysis, and reliable supply for both research and industrial-scale needs.
Contact our technical sales team today to: Get a competitive quote for your project requirements.
Let's collaborate to build innovative solutions.
Please contact us at ella.zhang@huilinbio-tech.com.
Hot Tags: cyclohexyl(dimethoxy)methylsilane, China, suppliers, manufacturers, factory, wholesale, buy, price, bulk, pure, natural, high quality, in stock, for sale
