2-(Trimethylsilyl)ethanesulfonyl chloride
2-(Trimethylsilyl)ethanesulfonyl chloride (CAS: 106018-85-3), also known as SES-Cl, is an organosilicon compound with the linear formula (CH3)3SiCH2CH2SO2Cl and a molecular weight of 200.76. This reagent is primarily utilized in organic synthesis for the protection of amino groups, forming SES-amides. The silicon-containing SES group offers a convenient method for protection, readily removable by fluoride ion treatment, facilitating downstream synthetic steps.
- IUPAC
- 2-Trimethylsilylethylsulfonyl chloride,SES-Cl
- Synonyms
- 2-Trimethylsilylethylsulfonyl chloride,SES-Cl
Amino Group Protection
2-(Trimethylsilyl)ethanesulfonyl chloride serves as an effective reagent for protecting primary and secondary amino groups. It reacts to form stable SES-amides, which shield the amine functionality during subsequent chemical transformations.
Selective Deprotection
The resulting SES-protected amine can be selectively cleaved using fluoride ion sources. This facile deprotection strategy is advantageous in multi-step syntheses where orthogonal protecting groups are required.
Synthesis of Organosilicon Compounds
As a silicon-based reagent, it contributes to the synthesis of complex molecules incorporating silicon functionalities. Its structure allows for the introduction of the trimethylsilylethylsulfonyl moiety into various organic frameworks.
| Molecular weight | 200.76 |
|---|---|
| Linear formula | (CH3)3SiCH2CH2SO2Cl |
| Boiling point | 146.8 °C/760 mmHg |
| Density | 1.059 g/mL at 25 °C |
| Refractive index | n20/D 1.4444 |
| Storage temperature | 2-8°C |
| Application | Reagent used for protection of an amino group as a SES-amide. The SES group can be conveniently removed by fluoride ion.6 |
Hazard statements
- H225Highly flammable liquid and vapour
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P210Keep away from heat, sparks and open flames. No smoking
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Protective equipment | Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter |
|---|---|
| Flash point | 21 °C / 69.8 °F |
| Transport (UN / ADR) | UN 1993BE 3 / PGII |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | F,Xi |
| Risk statements (R) | 11-36/37/38 |
| Safety statements (S) | 26 |
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 2-(Trimethylsilyl)ethanesulfonyl chloride used for?
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2-(Trimethylsilyl)ethanesulfonyl chloride is used as a reagent for the protection of amino groups, forming SES-amides. The SES group can be conveniently removed by fluoride ion.
What is the CAS number and formula for 2-(Trimethylsilyl)ethanesulfonyl chloride?
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The CAS number is 106018-85-3 and the linear formula is (CH3)3SiCH2CH2SO2Cl.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies 2-(Trimethylsilyl)ethanesulfonyl chloride with a purity of >95%. We do not represent this product as USP, BP, EP, or pharmacopoeia grade.
How should 2-(Trimethylsilyl)ethanesulfonyl chloride be handled safely?
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This compound is a highly flammable liquid and vapour (H225) and causes skin irritation (H315), serious eye irritation (H319), and may cause respiratory irritation (H335). Handle with appropriate personal protective equipment including eyeshields, gloves, and a suitable respirator in a well-ventilated area. Keep away from heat, hot surfaces, sparks, open flames, and other ignition sources.
Is 2-(Trimethylsilyl)ethanesulfonyl chloride a controlled substance?
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The provided data does not indicate that 2-(Trimethylsilyl)ethanesulfonyl chloride is a controlled substance.
How is 2-(Trimethylsilyl)ethanesulfonyl chloride shipped and exported?
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2-(Trimethylsilyl)ethanesulfonyl chloride is classified as UN 1993, Hazard Class 3, Packing Group II. Tech Serve Solutions can facilitate its export, adhering to all relevant international shipping regulations for hazardous materials.
How can I request a sample or quote for 2-(Trimethylsilyl)ethanesulfonyl chloride?
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Please contact our sales department via the website or by phone to request a sample or a quotation for 2-(Trimethylsilyl)ethanesulfonyl chloride.
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