Specifications Table

Product Name – tert-Butylchlorodimethylsilane, 1.0M solution in dichloromethane, AcroSeal®
Quantity/Pack Size – 100ML
Form – Liquid
Grade – Reagent
Application – Silylation reagent, protecting groups in organic synthesis

Product Overview

tert-Butylchlorodimethylsilane (TBDMSCl) as a 1.0M solution in dichloromethane (DCM) provides a convenient, pre-dissolved form of this essential silylating reagent. Packaged in AcroSeal® bottles, this product ensures moisture-sensitive protection and extended shelf stability. The reagent forms tert-butyldimethylsilyl (TBDMS) ethers, which are widely used as protective groups for alcohols in organic synthesis due to their stability under basic conditions and ease of deprotection with fluoride sources. The dichloromethane solvent enhances solubility and reactivity while maintaining compatibility with most organic reaction conditions. This high-purity solution eliminates the need for weighing solid TBDMSCl, improving workflow efficiency and reducing exposure risks. The AcroSeal® packaging features a resealable septum cap that prevents moisture ingress and solvent evaporation, maintaining reagent integrity over multiple uses. Ideal for researchers requiring consistent silylation performance without the hassle of preparing solutions.

FAQs

1. What is the typical reaction time when using this 1.0M TBDMSCl solution?

Reaction times vary based on substrate and conditions, but most silylation reactions with this solution complete within 1-4 hours at room temperature. Heating or using imidazole as a catalyst can accelerate the process.

2. Can this solution be used with acid-sensitive substrates?

The dichloromethane solvent is neutral, but the silylation reaction itself generates HCl as a byproduct. For acid-sensitive compounds, consider adding a base like triethylamine or pyridine to neutralize the HCl formed.

3. What alternatives exist for substrates that don’t react well with TBDMSCl?

For challenging substrates, alternatives include tert-butyldiphenylsilyl chloride (TBDPSCl) for bulkier protection or trimethylsilyl chloride (TMSCl) for temporary protection that’s easier to remove.

4. How should this solution be stored for maximum shelf life?

Store the unopened bottle at 2-8°C in a desiccator or with drying agents. After opening, keep tightly sealed under inert gas if possible, and return to refrigeration immediately after use.

5. What’s the best way to remove the TBDMS protecting group after use?

Tetra-n-butylammonium fluoride (TBAF) in THF is the most common deprotection method, though acidic conditions with p-toluenesulfonic acid can also work for certain substrates.