1-(Trimethylsilyl)imidazole
1-(Trimethylsilyl)imidazole (CAS: 18156-74-6; Formula: C6H12N2Si; Molar Mass: 140.26 g/mol) is a versatile organosilicon compound primarily utilised as a silylating agent. It serves as a key reagent in organic synthesis for the derivatisation of carbohydrates and the protection of hydroxyl groups, especially in the presence of amine functionalities. Its utility extends to the synthesis of complex heterocyclic structures, making it a valuable building block in chemical research and development.
- IUPAC
- N-Trimethylsilylimidazole,TMSI,TSIM
- Synonyms
- N-TrimethylsilylimidazoleTMSITSIM
Carbohydrate Derivatisation
1-(Trimethylsilyl)imidazole is employed to convert carbohydrates into their trimethylsilyl ether derivatives, facilitating their analysis and further reactions.
Hydroxyl Group Protection
This reagent effectively protects hydroxyl groups during organic synthesis, particularly when amine functionalities are also present, due to its selective silylation capabilities.
Synthesis of Complex Molecules
It has been utilised in the synthesis of polysubstituted chiral spirotetrahydropyrans and other complex heterocyclic compounds, serving as a crucial building block.
| Molecular weight | 140.26 |
|---|---|
| Empirical formula | C6H12N2Si |
| Assay | ≥98.0% (T)≥98.0% |
| Boiling point | 93-94 °C/14 mmHg(lit.) |
| Density | 0.957 g/mL at 20 °C0.956 g/mL at 25 °C(lit.) |
| Refractive index | n20/D 1.475(lit.) |
| Storage temperature | 2-8°C |
| Application | 1-(Trimethylsilyl)imidazole (TMSI) was used for derivatization of carbohydrates into trimethylsilyl ethers1. It was also used to synthesize polysubstituted chiral spirotetrahydropyrans2 and as silylating reagent for the protection of hydroxyl groups in the presence of amine functionalities.3 |
Hazard statements
- H225Highly flammable liquid and vapour
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P210Keep away from heat, sparks and open flames. No smoking
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Protective equipment | Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter |
|---|---|
| Flash point | 6 °C / 42.8 °F |
| Transport (UN / ADR) | UN 1993BF 3 / PGII |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | F,Xi |
| Risk statements (R) | 11-36/37/38 |
| Safety statements (S) | 16-26-33 |
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 1-(Trimethylsilyl)imidazole used for?
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1-(Trimethylsilyl)imidazole (TMSI) is used for the derivatisation of carbohydrates into trimethylsilyl ethers, the synthesis of polysubstituted chiral spirotetrahydropyrans, and as a silylating reagent for the protection of hydroxyl groups in the presence of amine functionalities.
What is the CAS number and chemical formula for 1-(Trimethylsilyl)imidazole?
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The CAS number for 1-(Trimethylsilyl)imidazole is 18156-74-6, and its chemical formula is C6H12N2Si.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies 1-(Trimethylsilyl)imidazole with an assay of ≥98.0% (T). We do not represent this product as USP, BP, or EP grade.
What are the main safety hazards associated with 1-(Trimethylsilyl)imidazole?
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1-(Trimethylsilyl)imidazole is highly flammable (H225) and can cause skin irritation (H315), serious eye irritation (H319), and respiratory irritation (H335). It requires careful handling with appropriate personal protective equipment, including eyeshields, gloves, and respiratory protection.
How is 1-(Trimethylsilyl)imidazole packed, shipped, and exported?
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1-(Trimethylsilyl)imidazole is packaged according to chemical safety regulations for flammable liquids and shipped globally by Tech Serve Solutions, a licensed exporter.
How can I request a sample or quote for 1-(Trimethylsilyl)imidazole?
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To request a sample or a quotation for 1-(Trimethylsilyl)imidazole, please contact the Tech Serve Solutions sales team via our website or direct contact details.
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