Chlorotrimethylsilane

CAS Number

75-77-4

Molecular Formula

C3H9ClSi

Also known as:

Trimethylsilyl chloride, TMSCl, TMCS, Trimethylchlorosilane, Monochlorotrimethylsilicon.

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Product Description

Product Introduction

Chlorotrimethylsilane, frequently abbreviated as TMSCl (CAS 75-77-4), is a vital organosilicon compound and a key reagent in modern organic synthesis. It appears as a colorless, volatile, and fuming liquid with a sharp, pungent odor characteristic of hydrochloric acid. Chlorotrimethylsilane (CAS 75-77-4) is most famously known as a powerful silylating agent, used to introduce the trimethylsilyl (TMS) group into organic molecules to protect sensitive functional groups such as alcohols, amines, and carboxylic acids. Because of its high reactivity with moisture and its ability to act as a versatile intermediate, TMSCl is a cornerstone chemical in the production of pharmaceuticals, advanced polymers, and specialized electronic materials.


Applications

Silylating Agent for Protecting Groups This product is primarily used to protect alcohols, amines, and terminal alkynes by converting them into trimethylsilyl ethers or derivatives, which are stable during various chemical transformations and can be easily removed later.

Pharmaceutical and Peptide Synthesis It is a critical intermediate in the synthesis of antibiotics (such as semi-synthetic penicillins and cephalosporins) and peptides, where it facilitates the solubility of reagents and directs specific chemical reactions.

Silicone Fluid and Resin Production In the polymer industry, TMSCl serves as an end-capping agent for silicone fluids and resins, helping to control the molecular weight and viscosity of the final silicone products.

Analytical Chemistry Derivatization It is utilized in gas chromatography (GC) to increase the volatility and thermal stability of polar compounds, allowing for more accurate detection and analysis of complex mixtures.

Synthesis of Organometallic Reagents It is a precursor for producing other trimethylsilyl reagents, such as trimethylsilyl cyanide and trimethylsilyl iodide, which are essential for advanced organic transformations.


Packaging

Standard industrial packaging options for Chlorotrimethylsilane include:

  • 170kg or 200kg dry steel drums (Standard export packaging).

  • ISO Tanks for bulk international maritime transport (approx. 18-20 MT).

  • Specialized moisture-proof containers to prevent contact with humidity.

  • Small-volume sample bottles (sealed under nitrogen) available for laboratory testing.


Storage

Chlorotrimethylsilane is highly flammable and moisture-sensitive; it must be stored in a cool, dry, and well-ventilated dedicated chemical warehouse. Containers must be kept tightly sealed and ideally blanketed with an inert gas like nitrogen. Because it reacts violently with water to release hydrogen chloride gas (HCl), it must be kept away from water, moisture, and high humidity. It should be stored separately from strong bases, alcohols, and oxidizing agents.


Related and Similar Products

  1. Hexamethyldisilazane (HMDS) – CAS 999-97-3

  2. Hexamethyldisiloxane (HMDSO) – CAS 107-46-0

  3. Trimethylsilyl Iodide – CAS 16029-98-4

  4. Dimethyldichlorosilane – CAS 75-78-5

  5. Methyltrichlorosilane – CAS 75-79-6

  6. tert-Butyldimethylsilyl chloride (TBSCl) – CAS 18162-48-6

  7. Triethylsilyl chloride (TESCl) – CAS 18156-74-6

  8. Trimethylsilyl Trifluoromethanesulfonate – CAS 27607-77-8

  9. Allyltrimethylsilane – CAS 762-72-1

  10. Trimethylsilyl Cyanide – CAS 7677-24-9


FAQ

Silylating Agent and Synthesis Applications

  • Q1: Why does TMSCl fume when exposed to air? A1: It reacts instantly with the moisture in the air to produce hydrogen chloride (HCl) gas, which creates the visible white “fumes” and a strong acidic smell.

  • Q2: Is TMSCl compatible with all alcohols? A2: While it reacts with most alcohols to form TMS ethers, a base like triethylamine or pyridine is usually added to neutralize the HCl byproduct and drive the reaction to completion.

  • Q3: How do you remove the TMS group after a reaction? A3: Trimethylsilyl ethers are typically cleaved under mild acidic conditions or by using fluoride ion sources (like TBAF), restoring the original functional group.

Safety and Logistics

  • Q1: What is the hazard classification for shipping TMSCl? A1: It is classified as a Flammable Liquid and Corrosive Substance (UN 1298, Class 3, Sub-risk 8, PG II) and requires specialized hazardous goods handling.

  • Q2: Can it be shipped in plastic containers? A2: For long-term storage and bulk shipping, steel drums are preferred. Small laboratory quantities may be kept in specialized fluorinated plastic or glass, but moisture exclusion is the priority.

  • Q3: What should be done in case of a spill? A3: Use dry sand or inert absorbent materials. Do not use water to clean up the spill, as this will cause a violent reaction and release large amounts of corrosive HCl gas.

Technical Parameters

Parameter Value
Appearance Colorless transparent liquid
Assay (GC) ≥ 99.0%
Silicon Tetrachloride ≤ 0.5%
Hexamethyldisiloxane ≤ 0.2%
Color (APHA) ≤ 10
Iron (Fe) ≤ 1 ppm

Applications

Curing Agents/Catalysts

Quick Information

EINECS 200-900-5
Molecular Weight 108.64 g/mol

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