tert-Butyldimethylsilyl chloride
Tert-Butyldimethylsilyl chloride (CAS: 18162-48-6) is a versatile organosilicon compound with the linear formula (CH3)3CSi(CH3)2Cl and a molecular weight of 150.72 g/mol. It serves as a crucial protecting reagent in organic synthesis, particularly for alcohols, amines, and amides. Its selective deprotection capabilities and applications in preparing specific nitrogen-containing heterocycles make it an indispensable tool for chemists.
- IUPAC
- tert-Butyl(chloro)dimethylsilane,tert-Butyldimethylchlorosilane,TBDMSCl
- Synonyms
- tert-Butyl(chloro)dimethylsilanetert-ButyldimethylchlorosilaneTBDMSCl
Alcohol Protection
Tert-Butyldimethylsilyl chloride is widely employed to protect hydroxyl groups in alcohols. This protection is stable under various reaction conditions and can be selectively removed when required, facilitating complex synthetic routes.
Amine and Amide Derivatization
This silyl chloride can also be used to derivatize primary and secondary amines, as well as amides. The resulting silyl derivatives offer modified reactivity and solubility, aiding in purification or further transformations.
Selective Deprotection
A key advantage is its selective removal in the presence of other silyl protecting groups, such as t-BuPh2Si. This orthogonality allows for precise manipulation of functional groups within a molecule.
Synthesis of Heterocycles
It plays a role in the preparation of specific organic compounds, including isoxazoline N-oxides, by reacting with α-bromonitroalkanes, demonstrating its utility in heterocyclic chemistry.
| Molecular weight | 150.72 |
|---|---|
| Linear formula | (CH3)3CSi(CH3)2Cl |
| Assay | 97% |
| Boiling point | 125 °C(lit.) |
| Density | 0.87 g/mL at 20 °C(lit.)0.866 g/mL at 25 °C |
| Refractive index | n20/D 1.46 |
| Concentration | 50 wt. % in toluene |
| Melting point | 86-89 °C(lit.) |
| Application | Versatile protecting reagent for amines, amides, and especially alcohols, among others.1 Can be selectively removed in the presence of a t-BuPh2Si-protected alcohol.2Used in a preparatrion of isoxazoline N-oxides from α-bromonitroalkanes.3 |
Hazard statements
- H228Flammable solid
- H314Causes severe skin burns and eye damage
Precautionary statements
- P210Keep away from heat, sparks and open flames. No smoking
- P280Wear protective gloves, clothing and eye/face protection
- P305IF IN EYES
- P310Immediately call a POISON CENTER or doctor
| Flash point | 22 °C / 71.6 °F |
|---|---|
| Transport (UN / ADR) | UN 2925 4.1/PG 2 |
| Water hazard class (WGK, DE) | 2 |
| Hazard codes (EU) | C |
| Risk statements (R) | 10-34 |
| Safety statements (S) | 16-26-36/37/39-45 |
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 Tert-Butyldimethylsilyl chloride used for?
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Tert-Butyldimethylsilyl chloride is primarily used as a protecting and derivatizing reagent in organic synthesis, especially for alcohols, amines, and amides. It is also used in the preparation of specific heterocycles like isoxazoline N-oxides.
What is the CAS number and formula for Tert-Butyldimethylsilyl chloride?
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The CAS number is 18162-48-6, and its linear formula is (CH3)3CSi(CH3)2Cl.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies Tert-Butyldimethylsilyl chloride with an assay of 97%. This product is supplied for research and laboratory use; TSS does not represent it as USP, BP, or EP grade.
How should Tert-Butyldimethylsilyl chloride be handled safely?
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Tert-Butyldimethylsilyl chloride is flammable and causes severe skin burns and eye damage. It requires careful handling in a well-ventilated area, wearing appropriate protective equipment (gloves, eye protection, protective clothing), and avoiding ignition sources. Refer to the Safety Data Sheet for comprehensive guidance.
Is Tert-Butyldimethylsilyl chloride a controlled substance?
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The provided data does not indicate that Tert-Butyldimethylsilyl chloride is a controlled substance.
How is Tert-Butyldimethylsilyl chloride packed, shipped, and exported?
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Products are carefully packed according to international shipping regulations to ensure safe transport. Tech Serve Solutions is a global supplier and exporter of fine chemicals and reagents.
How can I request a quote or sample for Tert-Butyldimethylsilyl chloride?
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Please contact our sales team directly via the website or phone to request a quote or sample for Tert-Butyldimethylsilyl chloride.
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