52287-57-7Relevant academic research and scientific papers
An efficient synthesis of (E)-nitroalkenes catalyzed by recoverable diamino-functionalized mesostructured polymers
Yan, Shaoyu,Gao, Yuan,Xing, Rong,Shen, Yali,Liu, Yueming,Wu, Peng,Wu, Haihong
, p. 6294 - 6299 (2008/09/21)
A clean, efficient, and simple method has been developed for synthesis of (E)-nitroalkenes using FDU-ED as an efficient catalyst. The reactions proceeded with moderate to high yields (60-96%) under mild conditions. The catalyst FDU-ED is recyclable and can be reused more than seven times without significant loss of activity and selectivity.
2-Benzyl-2-methyl-2H-benzimidazole 1,3-dioxide derivatives: Spectroscopic and theoretical study
Merlino, Alicia,Boiani, Mariana,Cerecetto, Hugo,Gonzalez, Mercedes
, p. 540 - 549 (2008/02/07)
The spectroscopic behavior of 2-benzyl-2-methyl-2H-benzimidazole 1,3-dioxide derivatives in solution was studied in terms of electronic and nuclear magnetic resonance (1H and 13C NMR) techniques. The experimental spectra were compared to the theoretical ones, obtained at DFT level, proving that the compounds adopt in solution a bird-like conformational distribution. Also, theoretically this conformational distribution resulted the most stable in gas phase. Infrared spectroscopy was used to study solid state behavior identifying experimentally the N-O stretching near to 1380, 1365 and 1225 cm-1 and the vibrational benzimidazole skeleton near to 1610 and 1590 cm-1. The vibrational spectrum was satisfactorily described by DFT calculations funding the N-O stretching as a coupled vibration near to 1470, 1350 and 1285 cm-1. The fragmentation that takes place in mass spectrometry was assigned for all of the new derivatives.
HENRY CONDENSATION UNDER HIGH PRESSURE. 2. EFFECT OF AROMATIC ALDEHYDE TYPE AND PRESSURE ON THE YIELD OF ω-NITROSTYRENES AND SECONDARY PROCESSES
Agafonov, N. E.,Sedishev, I. P.,Dudin, A. V.,Kutin, A. A.,Stashina, G. A.,Zhulin, V. M.
, p. 366 - 372 (2007/10/02)
Condensation of aromatic aldehydes (I)-(XX) with EtNO2 and n-PrNO2 in AcOH in the presence of AcONH4 or i-BuNH2 gives primarily ω-nitrostyrenes (Ia, b) - (XXa, b) and small quantities of nitriles (Ic) - (XXc), oximes (Id) - (XXd), and ketones (Ie, f) - (XXe, f).The yields of (Ia, b) - (XXa, b) at P = 1 atm are higher for acceptor substitutents on the aromatic ring whereas at P = 10 kbar, they are higher for donor substituents.High pressures suppress the formation of (Ic-f) - (XXc-f) and the Z-isomers of (Ia, b) - (XXa, b).The high pressure technique is especially useful in the preparation of donor-substituted (Ia, b) - (XXa, b) which are intermediates in the synthesis of the psychotropic β-phenylethylamines.
Kinetics of reaction of para-substituted β-nitrostyrenes and β-methyl-β-nitrostyrenes with n-butylamine
Shunmugasundaram, A,Thanulingam, T Lekshmana,Murugesan, R
, p. 609 - 613 (2007/10/02)
The kinetics of addition of n-butylamine to β-nitrostyrene and β-methyl-β-nitrostyrene and their para-substituted derivatives in acetonitrile at four different temperatures have been followed spectrophotometrically.The order in is unity and in (n-butylamine) it is non-integral.On the basis of the observed kinetic data, a stepwise mechanism involving the formation of zwitterionic addition complex in an equilibrium step followed by conversion into the reaction product via proton transfer in catalytic route by the amine has been proposed.The study of effect of substituents in these reactions shows that the electron-withdrawing substituents accelerate the reaction and electronreleasing substituents retard it.Good Hammett correlations have been observed in both the reaction series.
