Phosphine, diphenyl(trifluoromethyl)- synthesis

11synthesis methods

Product Name:Phosphine, diphenyl(trifluoromethyl)-
CAS Number:1605-56-7
Molecular formula:C13H10F3P
Molecular Weight:254.1875

75-63-8
1 suppliers
inquiry

1079-66-9
425 suppliers
$5.00/5g

2283-11-6 Synthesis

2283-11-6
169 suppliers
$30.00/1g

1605-56-7
1 suppliers
inquiry

Yield: 68%

Reaction Conditions:

in dichloromethane

Steps:

Diphenyltrifluoromethvlphosohine
EXAMPLES Diphenyltrifluoromethvlphosohine A flask equipped with a dry ice condenser was flame dried under a nitrogen stream, and charged with 3.1 mL (17 mmol) of chlorodiphenylphosphine and 10 mL of dichloromethane. After cooling the resulting solution to -78° C. and charging the condenser with dry ice and acetone, 4 mL (43 mmol) of bromotrifluoromethane (Freon 13B1) that had been condensed into a graduated tube was warmed to room temperature and allowed to distill into the flask. The cold solution was treated dropwise with 7 mL (26 mmol) of hexaethylphosphorous triamide, allowed to stir at "78° C. for 1 hour, and allowed to stir at room temperature overnight. Dilution with 50 mL of dichloromethane, water washing (three 50 mL portions), drying (MgSO₄), and concentration afforded a brown liquid which was purified by flash chromatography on 50g of silica gel (230-400 mesh) eluted with petroleum ether to give 2.9g (68% yield) of diphenyltrifluoromethylphosphine as a colorless liquid. ¹⁹ F NMR (CDCl₃, relative to CFCl₃) -55.60 ppm (d, J_PF =73 Hz); ³¹ P NMR (CDCl₃, relative to H₃ PO₄) 3.11 ppm (quartet of pentets, J_PF =73 Hz, J_PH =8 Hz); mass spectrum (70 eV) m/z (relative intensity) 254 (41, M⁺), 185 (74), 183 (100), 127 (23), 107 (40), 77 (26), 69 (65), 51 (54).