2-fluoroethyl ethers

Polyglycidyl-2,2-Dinitro-2-Fluoroethyl Ether Binder for Explosives. 

Monomer Glyc dyl-2,2-Dinitro-2-Fluoroethyl Ether (2,3-Propane epoxide-2,2-Dinitro-2-Fluoro-ethyl Ether). 

Sodium phenoxide, however, reacted with chlorofluoroethane when they were heated together in alcoholic solution and gave phenyl 2 fluoroethyl ether, a solid which proved to be less toxic than M.F.A. 

Naphthyl 2-fluoroethyl ether was readily prepared by warming an alkaline solution of 2-naphthol with 2 2 -difluorodiethyl sulphate. Subcutaneous injection into mice of the propylene glycol solution showed that the compound had a l.d. 50 of approximately 60 mg./kg. and was therefore much less toxic than M.F.A. 

Methyl-l-benzyloxy-2-fluoroethyl ethers, to protect alcohols, 40... 

The recrystallization solvent is indicated in parentheses. b Together with bis(2-chloro-2-fluoroethyl) ether (15%). bp 70-71 C/21 Torr. c By GC. 

We then directed, our attention to the properties of fluoro-methyl cyanide, as it seemed likely, on theoretical grounds, that it would undergo certain addition reactions very readily. Alcohol and dry hydrogen chloride readily converted it into jluoroacetimino eOiyl ether hydrochloride (VI), which was converted into the amidine (VII) by means of alcoholic ammonia. Similar condensation of the cyanide with 2-fluoroethanol and phenol yielded fluoroacetimiru) 2-fluoroethyl ether hydrochloride (Vni R = CHa CHaF) and the corresponding phenyl imino ether hydrochloride (VIII B = Ph) respectively. Analogous experi-... 

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