Alcohols, Alkoxides, Esters, and Ethers

Oxygen.—Alcohols, Alkoxides, Esters, and Ethers. Information culled from the patent literature is presented at the end of this chapter (p. 303). The ether chemistry associated with perfluoro-olefins, etc., is noted in Chapter 2 except that which is connected with polymers derived from vinyl ethers (see p. 280). Fluoronitro-alcohols, -esters, and -ethers are dealt with in the nitrogen section of this Chapter (p. 246). 

Brunvoll, and M. Pcrttila,/. Moi. Structure, 1973,17,17 [vibrational frequencies and calculated mean amplitudes for (CF3)2CH OH]. 

Mechanistic chemists continue to explore and exploit the interesting solvent properties of 2,2,2-trifluoroethanol however, the propanol (CF8)aCH-OH possesses a higher ionizing power and an even lower nucleophilidty than CFs-CHs-OH while still being much less acidic than trifluoroacetic add, so it ought to attract the greater attention in future. With both these solvents, solvolysis kinetics can be followed conveniently and accurately by conductivity techniques 97 wt.% RrOH/HzO [Rf = CFs-CHs or (CF8)aCH] is employed). 

Interestingly, 2,2,2-trifluoroethanol features in recent mechanistic work involving a reaction dear to the aromatic fluorine chemist s heart - the Balz-Schianann reaction.  

When forming complexes, the acetanudopropanol MeCO NH C(CFs)2 OH [HAcfp pKa, (H2O) 8.3] appears to react as the bidentate uninegative ligand (119), and yields the stable (in vacuo at 20 °Q disodium salt (120) when treated with sodium hydride in THF formamide combines with hexafliioroacetone to yield 

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