Chlorotrimethylsilane
Chlorotrimethylsilane (CAS: 75-77-4), with the linear formula (CH3)3SiCl and a molecular weight of 108.64 g/mol, is a volatile, flammable organosilicon compound. It is primarily utilised as a silylating agent in organic synthesis, particularly for introducing the trimethylsilyl (TMS) protecting group to alcohols, amines, and other functional groups. Its application extends to the Fisher glycosylation reaction, a key process in carbohydrate chemistry.
- IUPAC
- Silane M3,TMCS,Trimethylchlorosilane,Trimethylsilyl chloride
- Synonyms
- TrimethylchlorosilaneTrimethylsilyl chlorideTMCSSilane M3
Protecting Group Chemistry
Chlorotrimethylsilane serves as an effective reagent for the introduction of the trimethylsilyl (TMS) protecting group onto hydroxyl and amino functionalities. This protection is crucial in multi-step syntheses, preventing unwanted reactions of sensitive groups.
Fisher Glycosylation
This compound is a critical reagent in the Fisher glycosylation, a method employed for the synthesis of glycosides. It facilitates the formation of the glycosidic bond, a fundamental transformation in carbohydrate chemistry.
Derivatization Reagent
Chlorotrimethylsilane is used for derivatizing compounds, often to enhance their volatility or stability for analytical techniques such as gas chromatography (GC). Its rapid reaction with active hydrogen atoms makes it suitable for this purpose.
Chemical Synthesis
As a versatile synthetic reagent, Chlorotrimethylsilane participates in various silicon-based organic transformations, contributing to the construction of complex molecules in academic and industrial research.
| Molecular weight | 108.64 |
|---|---|
| Linear formula | (CH3)3SiCl |
| Assay | ≥99.0% (GC) |
| Boiling point | 57 °C(lit.) |
| Density | 0.856 g/mL at 25 °C(lit.) |
| Refractive index | n20/D 1.387(lit.) |
| Concentration | 1.0 M in methylene chloride |
| Melting point | −40 °C(lit.) |
| Vapour pressure | 100 mmHg (25 °C) |
| Vapour density | 3.7 (vs air) |
| Autoignition temp | 752 °F |
| Application | Used in Fisher Glycosylation |
Hazard statements
- H225Highly flammable liquid and vapour
- H301Toxic if swallowed
- H312Harmful in contact with skin
- H314Causes severe skin burns and eye damage
Precautionary statements
- P210Keep away from heat, sparks and open flames. No smoking
- P261Avoid breathing dust, fume, gas or vapours
- P280Wear protective gloves, clothing and eye/face protection
- P301IF SWALLOWED
- P305IF IN EYES
- P310Immediately call a POISON CENTER or doctor
| Protective equipment | Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US) |
|---|---|
| Flash point | -28 °C / -18.4 °F |
| Transport (UN / ADR) | UN 1298 8(3) / PGII |
| Water hazard class (WGK, DE) | 1 |
| Hazard codes (EU) | F,C |
| Risk statements (R) | 11-14-20/21/22-35-37 |
| Safety statements (S) | 7/9-16-26-36/37/39-45 |
| Supplemental hazards | Corrosive to the respiratory tract., Reacts violently with water. |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is Chlorotrimethylsilane used for?
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Chlorotrimethylsilane is used in organic synthesis as a silylating agent for protecting groups, particularly the trimethylsilyl (TMS) group. It is also a key reagent in the Fisher glycosylation reaction and for derivatizing compounds for analysis.
What are the CAS number and formula for Chlorotrimethylsilane?
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The CAS number for Chlorotrimethylsilane is 75-77-4, and its linear formula is (CH3)3SiCl.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies Chlorotrimethylsilane with an assay of ≥99.0% (GC). This product is not classified as USP, BP, or EP grade.
What are the primary safety hazards associated with Chlorotrimethylsilane?
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Chlorotrimethylsilane is highly flammable (H225) and corrosive (H314). It is toxic if swallowed or inhaled (H301 + H331) and toxic in contact with skin (H312). It reacts violently with water, releasing corrosive fumes, and is corrosive to the respiratory tract.
How is Chlorotrimethylsilane typically packed and exported by TSS?
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Chlorotrimethylsilane is supplied in quantities suitable for laboratory and industrial use, adhering to strict international shipping regulations for hazardous materials (UN 1298, Class 8(3), Packing Group II). Please contact us for specific export details.
How can I request a quote or sample of Chlorotrimethylsilane?
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To request a quote or sample of Chlorotrimethylsilane, please use the contact form on our website or call our sales team. Provide your specific requirements, including quantity and delivery location.
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