Specifications Table

Product Name – tert-BUTYLDIMETHYLSILYL CHLORIDE 97% For Synthesis
Quantity/Pack Size – 25 g, 100 g, 500 g
Form – Colorless to pale yellow liquid
Grade – For Synthesis (97% purity)
Application – Silylation of alcohols, phenols, amines, and carboxylic acids; protecting group in organic synthesis

Product Overview

tert-Butyldimethylsilyl chloride (TBDMS-Cl) is a highly reactive silylating agent widely used in organic synthesis for the protection of functional groups like alcohols, phenols, amines, and carboxylic acids. With a purity of 97%, this reagent ensures reliable and efficient silylation reactions, forming stable tert-butyldimethylsilyl (TBDMS) ethers that are resistant to mild acidic and basic conditions. The compound is moisture-sensitive and must be handled under anhydrous conditions, typically in an inert atmosphere like nitrogen or argon. Its selectivity for primary alcohols over secondary or tertiary alcohols makes it a preferred choice for complex multi-step syntheses. The bulky tert-butyl group provides steric hindrance, enhancing the stability of the protected intermediates while allowing for orthogonal deprotection strategies. Due to its high reactivity, it is commonly used in conjunction with bases like imidazole or triethylamine to facilitate the silylation process. Proper storage in a cool, dry place away from moisture and air is critical to maintain its efficacy. This product is ideal for researchers and chemists requiring precise control over functional group protection in synthetic pathways.

FAQs

1. What is the primary use of tert-butyldimethylsilyl chloride in organic synthesis?

It is primarily used as a protecting agent for hydroxyl (alcohols, phenols), amino, and carboxyl groups during multi-step organic synthesis.

2. Can this reagent be used without an inert atmosphere?

No, tert-butyldimethylsilyl chloride is highly moisture-sensitive and must be handled under dry conditions, preferably in a glove box or under nitrogen/argon.

3. What bases are commonly paired with TBDMS-Cl for silylation?

Imidazole, triethylamine (Et₃N), or pyridine are frequently used to neutralize the HCl byproduct and drive the reaction to completion.

4. How should this chemical be stored to maintain its stability?

Store in a tightly sealed container under inert gas at 2–8°C, away from moisture and direct light to prevent decomposition.

5. What are the key advantages of using TBDMS protection over other silyl groups?

The tert-butyl group provides steric bulk, improving stability under mildly acidic/basic conditions while allowing selective deprotection with fluoride sources like TBAF.