Tert-butyldimethylsilyl chloride
Description
Tert-butyldimethylsilyl chloride (CAS 18162-48-6), commonly referenced as TBDMSCl, is a silylating reagent used to introduce the TBDMS protecting group onto hydroxyl, carboxyl, and amine functionalities.
In pharmaceutical synthesis and research chemistry, it enables selective protection of reactive sites during multi-step synthesis sequences. In active pharmaceutical ingredient manufacturing, it protects alcohol and hydroxyl groups.
This allows subsequent reactions to proceed without unwanted side reactions at those sites. Nucleoside and nucleotide synthesis relies heavily on TBDMS protection to control regioselectivity during production.
This is a critical requirement in antiviral and oligonucleotide drug production. In electronics and semiconductor fabrication, it modifies silicon wafer surfaces and resists to control hydrophobicity and adhesion.
Biotechnology researchers also apply it in solid-phase synthesis of oligonucleotides. In these applications, precise protecting group chemistry directly determines the final product purity and overall yield.
TBDMSCl is supplied as a white to off-white crystalline solid. Standard commercial offerings include reagent-grade and high-purity grades, with purity specifications typically at 97–99%+ to meet industry demands.
These specifications are designed to meet the rigorous requirements of pharmaceutical and electronic applications. Packaging ranges from laboratory-scale quantities to multi-kilogram industrial lots for large-scale use.
Moisture-controlled packaging is standard due to its reactivity with atmospheric humidity. This ensures the stability and performance of the reagent throughout its shelf life in various storage conditions.
Physical Properties
| Melting Point | 112-114 °C |
| Boiling Point | 126.00 °C |
| Density | 0.872 g/cm³ |
| Flash Point | 73 °F |
| Appearance | White solid |
| Color | Clear colorless |
| Form | Liquid |
| Water Solubility | Soluble in chloroform and ethyl acetate. Insoluble in water. |
| Vapor Pressure | 60-710Pa at 25℃ |
| Refractive Index | n 20/D 1.46 |
| Log P | 2.5 at 20℃ |
Safety & Handling (Learn More)
Trade & Regulatory
| HS Code | 29310095 |
| UN Number | 2925 |
| ADR Class | 4.1 |
| Packing Group | II |
| Storage Class | 4.1B - Flammable solid hazardous materials |
| WGK (Germany) | 2 |
Documentation
Other Names
tert-Butyldimethylchlorosilane|t-Butyldimethylchlorosilane|TBDMS chloride|Silane, chloro(1,1-dimethylethyl)dimethyl-|Chloro-tert-butyldimethylsilane|2-(chlorodimethylsilyl)-2-methylpropane|550OPF5Z9F|Silane, chloro-tert-butyldimethyl-|TBDMSCl
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