Fluoromethyl phenyl sulfone manufacturers
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| | Fluoromethyl phenyl sulfone Basic information |
| | Fluoromethyl phenyl sulfone Chemical Properties |
| Melting point | 53 °C | | Boiling point | 151 °C(Press: 0.3 Torr) | | density | 1.274±0.06 g/cm3(Predicted) | | storage temp. | under inert gas (nitrogen or Argon) at 2-8°C | | solubility | soluble in Methanol | | form | powder to crystal | | color | White to Almost white | | InChI | InChI=1S/C7H7FO2S/c8-6-11(9,10)7-4-2-1-3-5-7/h1-5H,6H2 | | InChIKey | DENHPZASLKBBHA-UHFFFAOYSA-N | | SMILES | C1(S(CF)(=O)=O)=CC=CC=C1 |
| Safety Statements | 24/25 | | HS Code | 29309090 |
| | Fluoromethyl phenyl sulfone Usage And Synthesis |
| Description | Fluoromethyl phenyl sulfone is a useful nucleophilic monofluoromethylation reagent for the
synthesis of fluoromethyl alcohols and amines. In the nucleophilic reaction step, strong bases such
as LiHMDS and n-BuLi are used to generate the nucleophilic (phenylsulfonyl)fluoromethyl anion.
In the desulfonylation step, sodium/mercury amalgam and magnesium are the commonly used
reductive reagents. Besides, the addition reaction between fluoromethyl phenyl sulfone and
carbonyls can be used to prepare monofluoroaklenes via acylation–elimination. | | Uses | Fluoromethyl phenyl sulfone can be used to prepare monofluoroaklenes and chiral α-Monofluoromethyl Amines. Highly stereoselective nucleophilic monofluoromethylation of (R)-(tert-butanesulfinyl)imines with fluoromethyl phenyl sulfone was achieved to afford α-monofluoromethylamines with a nonchelation-controlled stereoselectivity mode. By using the same chemistry, (R)-(tert-butanesulfinyl)imines bearing a terminal tosylate (OTs) group can be converted to α-monofluoromethylated cyclic secondary amines with high stereoselectivity. | | Reactions | (1) Monofluoromethylation of aldehydes and ketones.
(2) Monofluoromethylation of aldimines and ketimines.
(3) Monofluoromethylenation of aldehydes and ketones.
(4) (Phenylsulfonyl)fluoromethylation of esters.
| | References | [1] YA LI. Stereoselective Nucleophilic Monofluoromethylation of N-(tert-Butanesulfinyl)imines with Fluoromethyl Phenyl Sulfone[J]. Organic Letters, 2006. DOI:10.1021/ol060322t.
[2] M. INBASEKARAN. ChemInform Abstract: A NOVEL AND EFFICIENT SYNTHESIS OF FLUOROMETHYL PHENYL SULFONE AND ITS USE AS A FLUOROMETHYL WITTIG EQUIVALENT[J]. ChemInform, 1985. DOI:10.1002/chin.198536160.
[3] GOUVERNEUR V, LOZANO ó. Preparation of Chiral α-Monofluoromethyl Amines Using Fluoromethyl Phenyl Sulfone[C]. 1900. DOI:10.1055/sos-SD-203-00578.
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| | Fluoromethyl phenyl sulfone Preparation Products And Raw materials |
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