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| | Difluoromethyl 2-pyridyl sulfone Basic information |
| | Difluoromethyl 2-pyridyl sulfone Chemical Properties |
| Melting point | 47.0 to 51.0 °C | | Boiling point | 324.4±42.0 °C(Predicted) | | density | 1.423±0.06 g/cm3(Predicted) | | storage temp. | -20°C Freezer, Under inert atmosphere | | solubility | Chloroform (Slightly), Methanol (Slightly) | | pka | -2.60±0.19(Predicted) | | form | Solid | | color | Off-White | | BRN | 20317604 |
| Hazard Codes | T | | Risk Statements | 25-36 | | Safety Statements | 26-45-24/25 | | RIDADR | UN 2811 6.1 / PGIII | | WGK Germany | 3 | | HS Code | 29339900 |
| | Difluoromethyl 2-pyridyl sulfone Usage And Synthesis |
| Description | Difluoromethyl 2-pyridyl sulfone, also known as Hu reagent, is a novel and efficient gem-difluoroolefination reagent for preparing gem-difluoroalkenes from both aldehydes and ketones. The fluorinated sulfinate intermediates during the gem-difluoroolefination is relatively stable, and can be halogenated in situ to afford bromo- and iododifluoromethyl compounds. It can also act as nucleophilic difluoro(sulfonato)methylation reagent for the synthesis of α,α-difluorosulfonates from aldehydes, and alkyl halides and triflates. | | Uses | 2-[(Difluoromethyl)sulfonyl]pyridine is a new novel gem-difluoroolefination reagent for both aldehydes and ketones. | | Uses | Reagent is used in the olefination of ketones and aldehydes to form gem-difluoro olefins under basic conditions. Product is also used as a crucial intermediate toward making 1,1-difluorinated alkyl chains for the alkylation of heterocycles. | | Reactions | (1) gem-Difluoroolefination of aldehydes and ketones.
(2) Halodifluoromethylation of aldehydes and ketones.
(3) (Fluorosulfonyl)difluoromethylation of aldehydes and ketones.
(4) Difluoro(sulfonato)methylation of alkyl halides and triflates.
(5) Aromatic difluoromethylation
 | | General Description | Difluoromethyl 2-pyridyl sulfone (2-PySO2CF2H) is a reagent used in the gem-difluoroolefination of aldehydes and ketones. It is also used as a reagent in the nucleophilic difluoro(sulfonato)methylation of alcohols, N-sulfinyl imines, and halides. | | References |
[1] WENJUN MIAO. Nickel-Catalyzed Reductive 2-Pyridination of Aryl Iodides with Difluoromethyl 2-Pyridyl Sulfone[J]. Organic Letters, 2021, 23 3: 711-715. DOI:10.1021/acs.orglett.0c03939.
[2] WENJUN MIAO. Nucleophilic Iododifluoromethylation of Carbonyl Compounds Using Difluoromethyl 2-Pyridyl Sulfone[J]. Organic Letters, 2016, 18 11: 2766-2769. DOI:10.1021/acs.orglett.6b01258.
[3] YANCHUAN ZHAO. Difluoromethyl 2-Pyridyl Sulfone: A New gem-Difluoroolefination Reagent for Aldehydes and Ketones[J]. Organic Letters, 2010, 12 7: 1444-1447. DOI:10.1021/ol100090r.
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| | Difluoromethyl 2-pyridyl sulfone Preparation Products And Raw materials |
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