Aliphatics fluorination

A. M. Lovelace, D. A. Rausch, and W. Aliphatic Fluorine Compounds, Reiohold Publishing Corp., New York, 1954. 

F. L. M. Pattison, Toxic Aliphatic Fluorine Compounds, Elsevier Publishing Co., New York, 1959, p. 16. 

Preparation and Application of Aliphatic Fluorine Compounds 1 Halides, Olefins Alcohols, and Cyclobutaiies Oer) Liebig H Ulm, K Chem Ztg 99, 477M85 ISO... 

Production and Uses of Aliphatic Compounds II Ether, Epoxide and Pnlyeiher, Carboxylic Acids and Their Denvatives, Sulfonic Acids, Toxicological Data of Aliphatic Fluorine Compounds (Ger) Liebig, H, Ulm, K Chem Ztg 100 3-14 270... 

Lovelace, A M, Rausch, D A, Postelnek, W Aliphatic Fluorine Com pounds, ACS Monograph Series, Reinhold New York, 1958 p 155... 

The molecular ion is usually not observed in the mass spectra of aliphatic fluorinated compounds (>ethane). Common losses are F. HF, or CF3. Frequently observed ions lie at m/zs 31 (CF), 50 (CF2). and 69 (CF3). If mass 69 is intense, a CF3 group is present. The presence of a small m/z 51 peak indicates the presence of carbon, hydrogen, and fluorine. If a m/z 51 peak is intense, then CHF is present. The absence of m/z 51 and/or m/z 47 (without chlorine) suggests a perfluorinated compound. 

Drivers for Performing Aliphatics Fluorination in Micro Reactors... 

Aliphatics fluorination certainly is one of the best candidate reactions for micro reactors. Fluorinated compounds are of high industrial interest. For instance, they find wide application as pharmaceuticals, dyes, liquid crystals and crop-protection agents [3,13,16, 38] about every third drug contains a fluorine moiety. The introduction of fluorine moieties in molecules has unique effects on biological activity (see original citations in [16]). 

Beneficial Micro Reactor Properties for Aliphatics Fluorination... 

Aliphatics Fluorination Investigated in Micro Reactors Cas/liquid reaction 3 [CL 3] Fluorination of ethyl 3-oxobutanoate (ethyl acetoacetate) [15, 16]... 

Pattison, F.L.M. "Toxic Aliphatic Fluorine Compounds". Elsevier Press, London, 1959. 

R.W. Fuller, B.B. Molloy, The effect of aliphatic fluorine on amine dmgs, in R. Filler (Ed.), Biochemistry Involving Carbon-Fluorine Bonds, ACS, Washington, D.C., 1976 pp. 77-98. 

Also active at this time was Swarts, already the leader in research on aliphatic fluorine chemistry (see Section 1.4.2.1.). Polysubstituted aryl fluorides (N02, NH2, OH, alkoxy and Cl derivatives) were produced, interrelated with, and complementary to, Holleman s results. Rinkes carried out sequences leading to products bearing various functions (NHOH, NHNH2, NO, and -N = N-). 

While aromatic amines are discussed in Section 5.2.14., various data for aliphatic amines are listed in Table 20. It is worthwhile remembering that tertiary perfluorinated amines, such as perfluorotributylamine. are completely stable, inert and nontoxic compounds, while some partially fluorinated tertiary amines tend to be unstable, eliminating hydrogen fluoride even at low temperature and are therefore toxie. Primary and secondary aliphatic fluorinated amines carrying CF,N groups have not, so far, been isolated due to their instability. 

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