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Catalog Number:
24443
CAS Number:
69739-34-0
tert-Butyldimethylsilyl trifluoromethanesulfonate
Purity:
≥ 99% (Assay by titration)
Synonym(s):
tert-Butyldimethylsilyl triflate, TBDMS triflate
Hazmat
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Product Information

tert-Butyldimethylsilyl trifluoromethanesulfonate is a versatile reagent widely utilized in organic synthesis, particularly in the field of protecting group chemistry. This compound serves as an effective silylating agent, providing robust protection for alcohols and amines during various chemical transformations. Its trifluoromethanesulfonate moiety enhances its reactivity, making it an ideal choice for chemists looking to streamline their synthetic pathways. Researchers appreciate its stability and ease of use, which allows for straightforward handling and application in laboratory settings.

In addition to its role in protecting group strategies, tert-Butyldimethylsilyl trifluoromethanesulfonate is also employed in the synthesis of complex organic molecules, including pharmaceuticals and agrochemicals. Its unique properties enable selective reactions under mild conditions, minimizing by-products and improving overall yields. This compound stands out among similar reagents due to its ability to facilitate reactions that require both silylation and sulfonation, making it a valuable tool for synthetic chemists aiming to enhance efficiency and precision in their work.

Synonyms
tert-Butyldimethylsilyl triflate, TBDMS triflate
CAS Number
69739-34-0
Purity
≥ 99% (Assay by titration)
Molecular Formula
C7H15F3O3SSi
Molecular Weight
264.34
MDL Number
MFCD00000405
PubChem ID
123564
Density
1.13 - 1.16 g/mL at 25 ?C
Appearance
Clear colorless liquid
Conditions
Store at RT
General Information
Synonyms
tert-Butyldimethylsilyl triflate, TBDMS triflate
CAS Number
69739-34-0
Purity
≥ 99% (Assay by titration)
Molecular Formula
C7H15F3O3SSi
Molecular Weight
264.34
MDL Number
MFCD00000405
PubChem ID
123564
Density
1.13 - 1.16 g/mL at 25 ?C
Appearance
Clear colorless liquid
Conditions
Store at RT
Properties
Additional property information coming soon!
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Safety and Regulations
Hazmat
Yes
Antibiotic
No
DEA-regulated
No
Warnings
-
Applications

tert-Butyldimethylsilyl trifluoromethanesulfonate is widely utilized in research focused on:

  • Protective Group Chemistry: This compound serves as an effective protecting group for alcohols and amines in organic synthesis, allowing chemists to selectively modify other functional groups without interference.
  • Synthetic Organic Chemistry: It is commonly used in the synthesis of complex organic molecules, facilitating the formation of carbon-carbon and carbon-heteroatom bonds, which is crucial in drug development and material science.
  • Fluorinated Compounds Production: The trifluoromethanesulfonate moiety enables the introduction of fluorine into organic molecules, enhancing their biological activity and stability, particularly in pharmaceuticals.
  • Analytical Chemistry: This chemical is valuable in the derivatization of analytes for improved detection and quantification in techniques such as gas chromatography and mass spectrometry.
  • Polymer Chemistry: It is used in the modification of polymers to improve their properties, such as hydrophobicity and thermal stability, making it beneficial for industries focused on advanced materials.

Citations