Nsc293053

Product NameNsc293053
CAS65325-68-0
MFC7H7FOS
MW158.19
EINECS
MOL File65325-68-0.mol

Chemical Properties

Melting point	0.3 °C
Boiling point	283.1±15.0 °C(Predicted)
Density	1.29±0.1 g/cm3(Predicted)
refractive index	1.5375
solubility	sol THF, CH2Cl2, CHCl3.

Usage And Synthesis

Uses

Fluoromethyl Phenyl Sulfoxide is used for synthesis of fluoro ketones, fluoroalkenes, and aziridines.

Preparation

Fluoromethyl Phenyl Sulfoxide is prepared by the oxidation of Fluoromethyl Phenyl Sulfide with either N-Bromosuccinimide or m-Chloroperbenzoic Acid (eq 1).^[1c-f] Studies of the structure of fluoro(phenylsulfinyl)methyllithium, investigated by NMR, suggest that lithium is bound to oxygen, rather than to the α-carbon atom.^[2]

storage

Fluoromethyl Phenyl Sulfoxide uses in a fume hood.

Purification Methods

Pure compound of Fluoromethyl Phenyl Sulfoxide is obtained either by distillation or column chromatography on silica using hexane-ethyl acetate (1:4).

References

1. (a) Schlosser, M. T 1978, 34, 3. (b) Rozen, S.; Filler, R. T 1985, 41, 1111. (c) More, K. M.; Wemple, J. S 1977, 791. (d) McCarthy, J. R.; Peet, N. P.; LeTourneau, M. E.; Inbasekaran, M. JACS 1985, 107, 735. (e) Wnuk, S. F.; Robins, M. J. JOC 1990, 55, 4757. (f) Robins, M. J.; Wnuk, S. F. JOC 1993, 58, 3800.
2. Nájera, C.; Yus, M.; H?ssig, R.; Seebach, D. HCA 1984, 67, 1100.