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CAS RN: 2833773-70-7 | Product Number: T4082

S-Trifluoromethyl-2,8-bis(trifluoromethoxy)dibenzothiophenium Triflate


Purity: >98.0%(T)(HPLC)
Synonyms:
  • Umemoto Reagent IV
  • 2,8-Bis(trifluoromethoxy)-5-(trifluoromethyl)dibenzo[b,d]thiophenium Trifluoromethanesulfonate
Product Documents:
1G
₹8,300.00
3   6  
10G
₹54,500.00
1   14  

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Product Number T4082
Purity / Analysis Method >98.0%(T)(HPLC)
Molecular Formula / Molecular Weight C__1__6H__6F__1__2O__5S__2 = 570.32 
Physical State (20 deg.C) Solid
Storage Temperature Room Temperature (Recommended in a cool and dark place, <15°C)
Store Under Inert Gas Store under inert gas
Condition to Avoid Hygroscopic
Packaging and Container 1G-Glass Bottle with Plastic Insert (View image)
CAS RN 2833773-70-7
Reaxys Registry Number 43802338
Specifications
Appearance White to Light yellow powder to crystal
Purity(HPLC) min. 98.0 area%
Purity(Neutralization titration) min. 98.0 %
Melting point 152.0 to 156.0 °C
NMR confirm to structure
Properties (reference)
Melting Point 154 °C
GHS
Pictogram Pictogram
Signal Word Warning
Hazard Statements H315 : Causes skin irritation.
H319 : Causes serious eye irritation.
Precautionary Statements P264 : Wash skin thoroughly after handling.
P280 : Wear protective gloves/ eye protection/ face protection.
P302 + P352 : IF ON SKIN: Wash with plenty of water.
P337 + P313 : If eye irritation persists: Get medical advice/ attention.
P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P362 + P364 : Take off contaminated clothing and wash it before reuse.
P332 + P313 : If skin irritation occurs: Get medical advice/ attention.
Related Laws:
Transport Information:
Application
TCI Practical Example: Trifluoromethylation Reaction Using Umemoto Reagent IV

TCI Practical Example: Trifluoromethylation Reaction Using Umemoto Reagent IV

Used Chemicals

Procedure

Sodium hydride (60%, 76.1 mg, 3.17 mmol) was adde to a solution of α-acetyl-γ-butyrolactone (200 mg, 1.59 mmol) in DMF (4 mL) at room temperature for 15 minutes. The reaction mixture was cooled to -45 °C and Umemoto reagent IV (1.08 g, 1.90 mmol) was added. Then the mixture was allowed to warm to room temperature and was stirred for 1 hour. The reaction was quenched with water and the aqueous layer was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and filtered. The solvent was removed under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate:hexane = 0:100 - 20:80) to give 3-acetyl-3-(trifluoromethyl)dihydrofuran-2(3H)-one as a yellow oil (218 mg, 71% yield).

Experimenter’s Comments

The reaction mixture was monitored by NMR.

Analytical Data

3-Acetyl-3-(trifluoromethyl)dihydrofuran-2(3H)-one

1H NMR (270 MHz, CDCl3); δ 4.45-4.37 (m,1H), 4.31-4.22 (m, 1H), 3.07-2.98 (m, 1H), 2.63-2.52 (m, 1H), 2.51 (s, 3H).

Lead Reference

Other References


Application
Highly Reactive Electrophilic Trifluoromethylating Reagent: Umemoto Reagent IV

References


Product Documents (Note: Some products will not have analytical charts available.)
Safety Data Sheet (SDS)
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Specifications
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Other Documents

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