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CAS RN: 811-68-7 | Product Number: S0977
Silver(I) Trifluoromethanethiolate
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Purity: >95.0%(T)
Synonyms:
- Trifluoromethanethiol Silver(I) Salt
Product Documents:
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| 1G |
$124.00
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38 | 13 | Contact Us | |
| 5G |
$434.00
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3 | ≥40 | Contact Us |
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| Product Number | S0977 |
Purity / Analysis Method 
|
>95.0%(T) |
| Molecular Formula / Molecular Weight | CAgF__3S = 208.93 |
| 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 | Light Sensitive,Air Sensitive |
| Packaging and Container
|
1G-Glass Bottle with Plastic Insert (View image) |
| CAS RN | 811-68-7 |
| Reaxys Registry Number | 4151922 |
| PubChem Substance ID | 354333285 |
| MDL Number | MFCD25563234 |
Specifications
| Appearance | White to Light yellow to Light red powder to crystal |
| Purity(Precipitation Titration) | min. 95.0 % |
Properties (reference)
| Solubility in water | Insoluble |
| Solubility (slightly sol. in) | Methanol |
GHS
Related Laws:
Transport Information:
| H.S.code* | 2843.29-000 |
Application
TCI Practical Example: Trifluoromethylthiolation Reaction Using Silver(I) Trifluoromethanethiolate
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Used Chemicals
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Procedure
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Silver(I) trifluoromethanethiolate (907 mg, 4.34 mmol), tetrabutylammonium iodide (4.81 g, 13.0 mmol) and 4-methoxybenzyl alcohol (200 mg, 1.45 mmol) were dissolved in toluene (15 mL) and stirred at 80 °C for 19 hours. The reaction mixture was cooled to room temperature and filtered through a plug of silica gel (eluted with ethyl acetate). The solvent was removed under reduced pressure and the residue was purified by silica gel column chromatography (hexane) to give (4-methoxybenzyl)(trifluoromethyl)sulfane as a colourless oil (216 mg, 67% 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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(4-Methoxybenzyl)(trifluoromethyl)sulfane
1H NMR (270 MHz, CDCl3); δ 7.26 (d, 2H, J = 8.4 Hz), 6.86 (d, 2H, J = 8.4 Hz), 4.09 (s, 2H), 3.80 (s, 3H).
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Lead Reference
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- Direct Dehydroxytrifluoromethylthiolation of Alcohols Using Silver(I) Trifluoromethanethiolate and Tetra-n-butylammonium Iodide
Application
Trifluoromethylthiolating Agent Usable for Direct Dehydroxytrifluoromethylthiolation of Alcohols
Experimental procedure3): AgSCF3 (251 mg, 1.2 mmol, 3.0 eq.) and TBAI (1330 mg, 3.6 mmol, 9.0 eq.) are combined in a Schlenk tube. The tube is mounted with a reflux condenser and backfilled with N2, then toluene (4.0 mL) and alcohol (0.4 mmol, 1.0 eq.) are added. The tube is placed into a preheated oil bath at 80 °C with vigorous stirring. After 10 h, the reaction mixture is cooled to room temperature and filtered through a plug of silica (eluted with EtOAc). The filtrate is concentrated, and the product is purified by column chromatography on silica gel to give the desired product.
References
- 1)Pd-Catalyzed Synthesis of Ar-SCF3 Compounds under Mild Conditions
- 2)Silver-Mediated Radical Aryltrifluoromethylthiolation of Activated Alkenes
- 3)Direct Dehydroxytrifluoromethylthiolation of Alcohols Using Silver(I) Trifluoromethanethiolate and Tetra-n-butylammonium Iodide
- 4)Preparation of Trifluoromethyl Aryl Sulfides Using Silver(I)Trifluoromethanethiolate and an Inorganic Iodide
PubMed Literature
Product Articles
[Product Highlights] Trifluoromethylthiolating Agent Usable for Direct Dehydroxytrifluoromethylthiolation of Alcohols[TCI Practical Example] Trifluoromethylthiolation Reaction Using Silver(I) Trifluoromethanethiolate
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