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CAS RN: 2833773-70-7 | Product Number: T4082
S-Trifluoromethyl-2,8-bis(trifluoromethoxy)dibenzothiophenium Triflate
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Purity: >98.0%(T)(HPLC)
Synonyms:
- Umemoto Reagent IV
- 2,8-Bis(trifluoromethoxy)-5-(trifluoromethyl)dibenzo[b,d]thiophenium Trifluoromethanesulfonate
Product Documents:
| Size | Unit Price | Philadelphia, PA | Portland, OR | Japan* | Quantity |
Shipping Information
|
|---|---|---|---|---|---|---|
| 1G |
$105.00
|
4 | 2 | 2 |
|
|
| 10G |
$828.00
|
3 | 4 | 4 |
|
* Items in stock locally typically ship the same day of ordering. Items from Japan stock are able to ship from a US warehouse within 2 weeks after ordering. For additional estimated shipment times, please refer to the Shipping Simulation tool. Note: Excludes regulated items and items that ship on ice.
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*TCI frequently reviews storage conditions to optimize them. Please note that the latest information on the storage temperature for the products is described on our website.
| 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 |
|
| 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:
| HS Number | 2934.99.9001 |
Application
TCI Practical Example: Trifluoromethylation Reaction Using Umemoto Reagent IV
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Used Chemicals
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Procedure
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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).
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Experimenter’s Comments
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The reaction mixture was monitored by NMR.
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Analytical Data
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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).
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Lead Reference
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- Synthesis and applications of S-(trifluoromethyl)-2,8-bis(trifluoromethoxy)dibenzothiophenium triflate (Umemoto reagent IV)
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Other References
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- Introduction of Fluorine and Fluorine-Containing Functional Groups
Application
Highly Reactive Electrophilic Trifluoromethylating Reagent: Umemoto Reagent IV
References
- Introduction of Fluorine and Fluorine-Containing Functional Groups
- Synthesis and applications of S-(trifluoromethyl)-2,8-bis(trifluoromethoxy)dibenzothiophenium triflate (Umemoto reagent IV)
Documents
Product Articles
[Product Highlights] Highly Reactive Electrophilic Trifluoromethylating Reagent: Umemoto Reagent IV[Featured Products] Electrophilic Trifluoromethylating Agent, Umemoto Reagent IV / Electrophilic Fluorinating Agent, NFBB
[TCI Practical Example] Trifluoromethylation Reaction Using Umemoto Reagent IV
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