27607-77-8    
 
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Trimethylsilyl trifluoromethanesulfonate, with the chemical formula (CH3)3SiOTf, has the CAS number 27607-77-8. It is a colorless liquid with a faint odor. The basic structure of Trimethylsilyl trifluoromethanesulfonate consists of three methyl groups, one silicon atom, and one trifluoromethanesulfonate group attached to the silicon atom. This compound is soluble in organic solvents such as dichloromethane and tetrahydrofuran. However, it is sparingly soluble in water. Safety information regarding Trimethylsilyl trifluoromethanesulfonate is not available.

Applicable Fields

Organic Synthesis: Trimethylsilyl trifluoromethanesulfonate is commonly used in organic synthesis as a versatile reagent. Its purpose in this field involves its ability to act as a strong acid catalyst or as a protecting group for alcohols and amines. The mechanism of action in organic synthesis varies depending on the specific reaction, but it often involves the activation of certain functional groups or the formation of stable intermediates.

Storage

Conditions: Store in a cool and dry place.

ldentification

Cas NO.: 27607-77-8
CID: 65367
Mw: 222.253
MF: C4H9F3O3SSi
Name:Trimethylsilyl trifluoromethanesulfonate (Related Reference)
Synonyms: [(Trifluoromethane-sulfonyl)oxy]trimethylsilane; CT3795; EINECS 248-565-4; Methanesulfonic acid, 1,1,1-trifluoro-, trimethylsilyl ester; Methanesulfonic acid, trifluoro-, trimethylsilyl ester; MFCD00000406;
EINECS: 248-565-4

Safety Data

[Risk Codes] R10:Flammable R14:Reacts violently with water R34:Causes burns
[Safety Statements] S16:Keep away from sources of ignition - No smoking S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice S36/37/39:Wear suitable protective clothing, gloves and eye/face protection S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) S8:Keep container dry
Hazard Symbols: HazardClass: 3

Properties

Appearance:Clear slightly yellow liquid.
Molecular Weight:222.253
Density:1.225
Boiling Point:140℃
Melting Point:25°C
Flash Point:25℃
Storage Temperature:Store below +30°C.
Refractive index:1.36-1.362
Solubility:REACTS
Stability:Stable at room temperature in closed containers under normal storage and handling conditions.
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Question & Answer
What Makes Trimethylsilyl Trifluoromethanesulfonate a Versatile Reagent in Organic Chemistry? Introduction Trimethylsilyl trifluoromethanesulfonate is a widely utilized reagent in organic chemistry, known for its effectiveness in various synthetic transformations. This compound has garnered si.. Jun 23 2024
How was Trimethylsilyl trifluoromethanesulfonate first synthesized? Trimethylsilyl trifluoromethanesulfonate was first synthesized by Schmeisser et al. in 1970 and has since become a widely used silane reagent in organic synthesis due to its strong reactivity. Functio.. Jun 22 2024
What are the key intermediates in the isomerisation of permethylated methyl d-glycopyranosides catalysed by Trimethylsilyl trifluoromethanesulfonate? Research on the mechanism of isomerisation of permethylated methyl d-glycopyranosides catalysed by Trimethylsilyl trifluoromethanesulfonate has revealed that both cyclic and acyclic carbonyl ions play.. May 09 2024
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