ChemicalBook CAS DataBase List ALLYL FLUORIDE

ALLYL FLUORIDE synthesis

12synthesis methods

Product Name:ALLYL FLUORIDE
CAS Number:818-92-8
Molecular formula:C3H5F
Molecular Weight:60.07

Methanol, trifluoro-, rubidium salt (9CI)

2700-81-4
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106-95-6 Synthesis

106-95-6
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$10.00/5g

556-56-9 Synthesis

556-56-9
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$10.00/1g

818-92-8
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140899-21-4
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Yield:140899-21-4 61%

Reaction Conditions:

rubidium iodide in N,N-dimethyl-formamide at 60; for 61 h;

Steps:

6
21.1 g (202 mmol) of dry rubidium fluoride are suspended in 100 ml of dry dimethylformamide (DMF) in a 250 ml round-bottomed flask with reflux condenser (cooled to -78° C.), and 47.9 g (220 mmol) of trifluoromethyl triflate, CF₃SO₂OCF₃, are slowly added with stirring and cooling of the reaction mixture by means of a bath cooled to -45° C. The reaction mixture is kept at -25° C. for 2.5 hours, at 0° C. for 1 hour and at 20° C. for 1 hour. The temperature of the reflux condenser is then increased to -20° C. in order to remove the trifluoromethylsulfonyl fluoride, CF₃SO₂F, which is formed during the reaction. 4.2 g (20 mmol) of rubidium iodide and 24.2 g (200 mmol) of allyl bromide are added to the suspension of RbOCF₃which remains, and the reaction mixture is stirred at 60° C. for 61 hours. All volatile products are then distilled off in vacuo at 10^-2mbar and room temperature into a cooled distillation trap (-196° C.). In total, 29.7 g of a liquid material which comprises allyl-OCF₃, allyl-F, allyl-Br and allyl-I are obtained. This mixture is subjected to fractional distillation, and 15.4 g of allyl-OCF₃are obtained. The yield of allyl trifluoromethyl ether is 61%. The product is characterised by means of ¹H- and ¹⁹F-NMR spectra. The NMR data for the product, allyl trifluoromethyl ether, are identical to the data described in Example 1.