375-53-1Relevant articles and documents
Kinetic and mechanistic study of OH- and Cl-initiated oxidation of two unsaturated HFCs: C4F9CH=CH2 and C6F13CH=CH2
Vésine,Bossoutrot,Mellouki,Le Bras,Wenger,Sidebottom
, p. 8512 - 8520 (2000)
The kinetics and mechanisms of the OH- and Cl-initiated oxidation of two unsaturated HFCs, C4F9CH=CH2 and C6F13CH=CH2, were investigated. The kinetic study was performed as a function of pressure and temperature for the OH reactions and as a function of pressure at 298 K for Cl atom reactions. The rate constants obtained are (in units of cm3 molecule-1 s-1): κ(OH + C4F9CH=CH2) = (8.5 ±1.4) x 10-13 exp[(139 ±48)/T] and κ(OH + C6F13CH=CH2) = (1.3 ±0.5) x 10-12 exp[(31 ±124)/T] in the temperature range 233-372 K; and κ(Cl + C4F9CH=CH2) = (8.9 ±1.0) x 10-11 and κ(C1 + C6F13CH=CH2) = (9.1 ± 1.0) x 10-11 at 298 K. The OH and Cl reactions rate constants were found to be independent of pressure in the range 10-760 and 15-60 Torr, respectively. The mechanistic study was performed in air at atmospheric pressure, in the presence or absence of NOx. CO and COF2 have been identified as the major secondary products of both OH- and Cl-initiated oxidation of the HFCs. However, there is evidence for the formation of different primary products: aldehydes (C4F9CHO and C6F13CHO) in the OH oxidation of the HFCs and ketones (C4F9C(O)CH2C1 and C6F13C(O)CH2Cl) in the Cl oxidation. This suggests that the oxy radicals, precursors of these carbonyl compounds, behave differently. The β-hydroxyoxy radicals C4F9CH(O)CH2OH and C6F13CH(O)CH2OH decompose, whereas the β-chlorooxy radicals C4F9CH(O)CH2C1 and C6F13CH(O)CH2C1 react with O2. These results are consistent with the significantly higher activation barrier for the decomposition of the β-chlorooxy, compared to that of the β-hydroxyoxy radicals.
Incorporation of a 3-(2,2,2-Trifluoroethyl)-γ-hydroxy-γ-lactam motif in the side chain of 4-aminoquinolines. Syntheses and antimalarial activities
Cornut, Damien,Lemoine, Hugues,Kanishchev, Oleksandr,Okada, Etsuji,Albrieux, Florian,Beavogui, Abdoul Habib,Bienvenu, Anne-Lise,Picot, Stéphane,Bouillon, Jean-Philippe,Médebielle, Maurice
, p. 73 - 83 (2013/02/23)
In this paper we report the synthesis and antimalarial properties of two series of fluoroalkylated γ-lactams derived from 4-aminoquinoline as potent chemotherapeutic agents for malaria treatment. These molecules obtained in several steps resulted in the identification of very potent structures with in vitro activity against Plasmodium falciparum clones of variable sensitivity (3D7 and W2) in the range of 19-50 nM with resistance indices in the range of 1.0-2.5. In addition, selected molecules (50, 51, 58, 60, 63, 70, 72, 74, 78, 81, 84, and 87) that are representative of the two series of compounds did not show cytotoxicity in vitro when tested against human umbilical vein endothelial cells up to a concentration of 100 μM. The most promising compounds (82 and 84) showed significant IC50 values close to 26 and 19 nM against the chloroquino-sensitive strain 3D7 and 49 and 42 nM against the multi-drug-resistant strain W2. Furthermore, two model compounds (50 and 70) were found to be quite stable over 48 h at pH 7.4 and 5.2. Overall, our preliminary data indicate that this class of structures contains promising candidates for further study.
Gas phase UV and IR absorption spectra of CxF2x+1CHO (x = 1-4)
Hashikawa,Kawasaki,Waterland,Hurley,Ball,Wallington,Andersen, M.P. Sulbaek,Nielsen
, p. 1925 - 1932 (2007/10/03)
The UV and IR spectra of CxF2x +1CHO (x = 1-4) were investigated using computational and experimental techniques. CxF2x+1CHO (x = 1-4) have broad UV absorption features centered at 300-310 nm. The maximum absorption cross-section increases significantly and shifts slightly to the red with increased length of the CxF2x+1 group: CF3CHO, 3.10 × 10-20 (300 nm); C 2F5CHO, 6.25 × 10-20 (308 nm); C 3F7CHO, 8.96 × 10-20 (309 nm); and C 4F9CHO, 10.9 × 10-20 (309 nm). IR spectra for CxF2x+1CHO were recorded, calculated, and assigned. Results are discussed with respect to the literature data and to the atmospheric fate of CxF2x+1CHO.