Di-tert-butylsilyl bis(trifluoromethanesulfonate)
Di-tert-butylsilyl bis(trifluoromethanesulfonate) (CAS 85272-31-7), with a molecular weight of 440.45, is a silicon-based chemical reagent primarily employed in organic synthesis. It functions as a protecting group reagent for 1,3-diols and is utilized in the selective synthesis of complex molecules, including N-homoceramides and alpha-galactosyl ceramides. This compound is essential for protecting specific functional groups during multi-step chemical processes, ensuring reaction selectivity and yield.
- IUPAC
- DTBS ditriflate,Di-tert-butylsilyl ditriflate,Trifluoromethanesulfonic acid di-tert-butylsilylene ester
- Synonyms
- DTBS ditriflateDi-tert-butylsilyl ditriflateTrifluoromethanesulfonic acid di-tert-butylsilylene ester
![Di-tert-butylsilyl bis(trifluoromethanesulfonate) ((CF3SO3)2Si[C(CH3)3]2) — chemical structure, CAS 85272-31-7; Chemistry, fine chemical supplied by Tech Serve Solutions](/_next/image?url=https%3A%2F%2Fpub-f4d920c906024441a773a96f7098e551.r2.dev%2Fimages%2Fproducts%2F85272-31-7.png&w=3840&q=75)
Protecting Group for 1,3-Diols
Di-tert-butylsilyl bis(trifluoromethanesulfonate) serves as an effective reagent for the protection of 1,3-diol functionalities in complex organic molecules. This application is crucial in multi-step syntheses where selective functional group manipulation is required.
Synthesis of N-Homoceramides
This compound has been recently applied in the synthesis of N-homoceramides. Its ability to form stable silyl ethers aids in the controlled construction of these complex lipid structures.
Selective Alpha-Galactosylation
It is employed for the selective introduction of alpha-galactosyl residues, a key step in the synthesis of alpha-galactosyl ceramides. This precision is vital for creating biologically relevant glycolipids.
| Molecular weight | 440.45 |
|---|---|
| Linear formula | (CF3SO3)2Si[C(CH3)3]2 |
| Assay | 97% |
| Boiling point | 73-75 °C/0.35 mmHg(lit.) |
| Density | 1.352 g/mL at 25 °C(lit.) |
| Refractive index | n20/D 1.398(lit.) |
| Application | Protecting group reagent for 1,3-diols used recently in a synthesis of N-homoceramides.1 Also used for selective α-galactosylation in the synthesis of α-galactosyl ceramides.2 |
Hazard statements
- H314Causes severe skin burns and eye damage
Precautionary statements
- P280Wear protective gloves, clothing and eye/face protection
- P305IF IN EYES
- P310Immediately call a POISON CENTER or doctor
| Protective equipment | Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter |
|---|---|
| Flash point | 91 °C / 195.8 °F |
| Transport (UN / ADR) | UN 3265 8 / PGII |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | C |
| Risk statements (R) | 34 |
| Safety statements (S) | 26-36/37/39-45 |
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 Di-tert-butylsilyl bis(trifluoromethanesulfonate) used for?
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Di-tert-butylsilyl bis(trifluoromethanesulfonate) is used as a protecting group reagent for 1,3-diols and in the selective synthesis of compounds such as N-homoceramides and alpha-galactosyl ceramides.
What are the CAS number and formula for Di-tert-butylsilyl bis(trifluoromethanesulfonate)?
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The CAS number is 85272-31-7, and the linear formula is (CF3SO3)2Si[C(CH3)3]2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies Di-tert-butylsilyl bis(trifluoromethanesulfonate) with an assay of 97%. We do not represent this product as USP, BP, or EP grade.
How should Di-tert-butylsilyl bis(trifluoromethanesulfonate) be handled safely?
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This compound is corrosive and causes severe skin burns and eye damage (H314). It requires stringent safety precautions, including the use of full-face respirators, chemical-resistant gloves, and eye protection. Full handling guidelines are available on the Safety Data Sheet.
How is Di-tert-butylsilyl bis(trifluoromethanesulfonate) shipped?
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As per the UN 3265 classification (Class 8, Packing Group II), this chemical is shipped as a corrosive liquid, requiring specialised packaging and handling procedures for domestic and international export.
How can I request a sample or quote for Di-tert-butylsilyl bis(trifluoromethanesulfonate)?
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To request a sample or a quotation for Di-tert-butylsilyl bis(trifluoromethanesulfonate), please use the 'Request Sample' or 'Request Quote' buttons on our product page, or contact our sales team directly.
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