2050-19-3Relevant articles and documents
Volatility of some aromatic nitrosubstituted plasticizers for polymers
Golubev,Novikov,Kuvshinova,Burmistrov,Koifman
, p. 2188 - 2194 (2017/10/27)
Nine derivatives of nitrophthalic acids and nitrophenols were synthesized as potential plasticizers for polymers and structurally characterized by 1H NMR and elemental analysis. The time dependences of the weight loss for the nitro derivatives
Aerobic oxidation of cyclohexane using N-hydroxyphthalimide bearing fluoroalkyl chains
Guha, Samar Kumar,Obora, Yasushi,Ishihara, Daisuke,Matsubara, Hiroshi,Ryu, Ilhyong,Ishii, Yasutaka
experimental part, p. 1323 - 1330 (2009/05/30)
The N-hydroxyphthalimide derivatives, F15-and F 17-NHPI, bearing a long fluorinated alkyl chain, were prepared and their catalytic performances were compared with that of the parent compound, N-hydroxyphthalimide (NHPI). The oxidation of cyclohexane under 10 atm of air in the presence of fluorinated F15-or F17-NHPI, cobalt diacetate [Co(OAc)2], and manganese diacetate [Mn(OAc)2] without any solvent at 100°C afforded a mixture of cyclohexanol and cyclohexanone (K/A oil) as major products along with a small amount of adipic acid. It was found that F15-and F17-NHPI exhibit higher catalytic activity than NHPI for the oxidation of cyclohexane without a solvent. However, for the oxidation in acetic acid all of these catalysts afforded adipic acid as a major product in good yield and the catalytic activity of NHPI in acetic acid was almost the same as those of F15-and F 17-NHPI. The oxidation by F15-and F17-NHPI catalysts in trifluorotoluene afforded K/A oil in high selectivity with little formation of adipic acid, while NHPI was a poor catalyst under these conditions, forming K/A oil as well as adipic acid in very low yields. The oxidation in trifluorotoluene by F15-and F17-NHPI catalysts was considerably accelerated by the addition of a small amount of zirconium(IV) acetylacetonate [Zr(acac)4] to the present catalytic system to afford selectively K/A oil, but no such effect was observed in the NHPI-catalyzed oxidation in trifluorotoluene.
Nonacid nitration of benzenedicarboxylic and naphthalenecarboxylic acid esters
Nose,Suzuki,Suzuki
, p. 4356 - 4360 (2007/10/03)
When treated with nitrogen dioxide in the presence of ozone and a catalytic amount of iron(III) chloride in inert organic solvent at -10 to +5 °C, benzenedicarboxylic acid diesters 1, 4, and 6 underwent smooth nitration to give the corresponding mononitro derivatives 2/3, 5, and 7, respectively, in good yield (kyodai nitration). Naphthalenecarboxylic acid esters 8 and 11 and naphthalene-1,8-dicarboxylic acid diester 16 were similarly nitrated in the absence of catalyst to give the expected nitro compounds 9/10, 12-15, and 17-22, respectively. Different from conventional nitration based on the combined use of concentrated nitric and sulfuric acids, no hydrolytic cleavage of the ester function was observed under these conditions. The isomer distribution has been determined for the nitration of naphthalenecarboxylic acid esters 8, 11, and 16, and spectral data were collected for less common nitro derivatives. A unique changeover of the orientation mode observed in the kyodai nitration of diester 16, from the initial exclusive meta to the final meta/para, has been discussed in terms of the competition between the electrophilic substitution process involving the nitronium ion (NO2+) and the addition-elimination sequence involving the nitrogen trioxide radical (NO3).
