3-fluoropropan

To 61 % HF/pyridine (30 mL) was added 2-(chloromcthyl)oxirane (14 g, 0.15 mol) over 90 min at 0 C. The product was isolated 5 min after the addition was completed, either by extraction with CC14 or by quenching the mixture with ice water, followed by extraction with CHC13. The organic layer was separated, dried (MgS04 or Na2S04) and the solvents distilled off and l-chloro-3-fluoropropan-2-ol isolated by distillation at reduced pressure yield 8.4 g (50%) bp 50"C/l Torr. 

The electrolyte consisted of anhydrous hydrogen fluoride with 0.1 M sodium fluoride. The anode was a platinum grid (3 cm2), the cathode material was also platinum and the reference electrode was Cu/CuF2. The electrolysis of 1-bromopropane was carried out at a potential of 1.65 V. The products were 2-fluoropropane(20%), 1, l-difluoropropane(30 %), and l-bromo-2-fluoropropane (40 %), as well as lesser amounts of 1,2-dibromo-3-fluoropropane, 2-bromo-l, 1 -difluoropropanc, 1,2-dibromopropane, and 1,3-dibromopropane. 

Chloromethyl)oxirane (3) affords 1,3-difluoro- and l-chloro-3-fluoropropan-2-ol (4 and 5) on reaction with potassium hydrogen fluoride in diethylene glycol.76 There is no reaction when potassium fluoride is used which indicates that the epoxy ring in 3 is opened by the hydrogen fluoride present in potassium hydrogen fluoride and later the chlorine is exchanged for fluorine. 

Hexachlor6-3-fluoropropane (CHCI2CCI2CCI2F).30 In a 1-1. flask, a mixture of 1160 g. of 1,1,2,2,3,3,3-heptachloropropane and 740 g. of antimony trifluorodichloride is vigorously stirred so that the temperar ture does not exceed 50°. After the mixture has cooled to 30°, it is slowly heated to 130-140° and maintained at this temperature for five hours. It is then cooled, poured into water, washed with hydrochloric acid—to remove antimony salts—then with water, anchdried. The yield is 907 g. of reaction product containing approximately 60 g. of 1,1,2,2-tetrachloro-3,3,3-trifluoropropane (b.p. 130°), 315 g. of 1,1,2,2,3-penta-chloro-3,3-difluoropropane (b.p. 168°), and 435 g. of 1,1,2,2,3,3-hexa-chloro-3-fluoropropane (b.p. 210°). 

A more detailed procedure was given for the conversion of 2- chloromethyl)oxirane (epi-chlorohydrin) into a mixture of 1,3-difluoropropan-2-ol (1,39 %) and 1 -chloro-3-fluoropropan-... 

In most cases, the yields quoted in the literature for the reactions with potassium hydrogen fluoride are not as high. 2-(Hydroxymethyl)oxirane gives 3-fluoropropane-l,2-diol (3) in 26% yield using dimethylformamide as the solvent. ... 

To a hoi (oil bath temperature 90 C), stirred solution of PhjP (26.2 g, 0.1 mol) in anhyd benzene (110 mL) was added dropwise j-chloro-3-fluoropropan-2-one (5 ll.Og, 0.1 mol). After a while, the phosphonium chloride precipitated. At the end of the addition, stirring was continued at 90 C for 3 h. (1-Fluoro-acetonyl)triphenylphosphoniuni chloride (6) was filtered off from the cold mixture, washed with benzene, and dried under vacuum yield 28,7g (77%) mp 187 C (dec.). 

Trichloropropene oxide (1,1,1-tri-chloropropane-2,3-oxide, 3,3,3-trichloropropene oxide, 1,2-epoxy-3,3,3-trichloro-propane, trichloro-methyl oxirane) [3083-23-6] Epifluorohydrin (l,2-epoxy-3-fluoropropane) [503-09-3]... 

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