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CAS RN: 185739-14-4 | Product Number: D6545
2,2-Difluoroethenyl 4-Methylbenzene-1-sulfonate
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Purity: >98.0%(GC)
Synonyms:
- 2,2-Difluorovinyl 4-Methylbenzenesulfonate
- 2,2-Difluorovinyl Tosylate
- Toluene-4-sulfonic Acid 2,2-Difluorovinyl Ester
Product Documents:
| Size | Unit Price | Philadelphia, PA | Portland, OR | Japan* | Quantity |
Shipping Information
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|---|---|---|---|---|---|---|
| 1G |
$70.00
|
Ships from Portland the same day* | 1 | 16 |
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| 5G |
$210.00
|
Ships from Portland the same day* | 1 | 21 |
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| Product Number | D6545 |
Purity / Analysis Method 
|
>98.0%(GC) |
| Molecular Formula / Molecular Weight | C__9H__8F__2O__3S = 234.22 |
| Physical State (20 deg.C) | Liquid |
| Storage Temperature
|
Refrigerated (0-10°C) |
| Store Under Inert Gas | Store under inert gas |
| Condition to Avoid | Air Sensitive,Moisture Sensitive,Heat Sensitive |
| CAS RN | 185739-14-4 |
| Reaxys Registry Number | 7638656 |
| MDL Number | MFCD27946567 |
Specifications
| Appearance | Colorless to Light yellow clear liquid |
| Purity(GC) | min. 98.0 % |
| NMR | confirm to structure |
Properties (reference)
| Flash point | 115 °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. 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. P302 + P352 : IF ON SKIN: Wash with plenty of soap and water. P332 + P313 : If skin irritation occurs: Get medical advice/ attention. P362 : Take off contaminated clothing and wash before reuse. |
Related Laws:
Transport Information:
| HS Number | 2909.30.4000 |
Application
TCI Practical Example: Suzuki-Miyaura Cross-Coupling of Aromatic Boronic Acids Using a Novel Difluorovinylating Agent
Used Chemicals
Procedure
4-Biphenylboronic acid (100 mg, 0.51 mmol), 2,2-difluorovinyl tosylate (177 mg, 0.76 mmol), Pd2(dba)3 (11.5 mg, 0.01 mmol), and PCy3·HBF4 (9.2 mg, 0.03 mmol) were added into the reaction vessel. To this, tripotassium phosphate (182 mg, 0.86 mmol) in water (670 µL) and THF (3.4 mL) were added subsequentially. The vessel was purged with nitrogen and the mixture was stirred at 70 °C for 20 hours. Then the reaction mixture was filtered under vacuum to remove the insoluble, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane) to afford 4-(2,2-difluorovinyl)biphenyl (93.8 mg, 88% yield) as a white solid.
Experimenter’s Comments
The reaction was monitored by TLC (hexane, Rf = 0.4) and UPLC-MS.
Analytical Data
4-(2,2-Difluorovinyl)biphenyl
1H NMR (400 MHz, CDCl3); δ 7.61- 7.57 (m, 4H), 7.46- 7.33 (m, 5H), 5.32 (dd, J = 26.4, 3.6 Hz, 1H).
Lead Reference
- Direct Vinylation and Difluorovinylation of Arylboronic Acids Using Vinyl- and 2,2-Difluorovinyl Tosylates via the Suzuki-Miyaura Cross Coupling
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