887-79-6Relevant academic research and scientific papers
Thermal Stability of σ Complexes of Aromatic Dinitro Compounds with Alkali Metal Methylates
Kartashova,Gitis,Atroshchenko,Alifanova,Soldatova,Shakhkel'dyan
, p. 1925 - 1928 (2007/10/03)
Thermal stability of σ complexes of 2,4-dinitroanisole, 2-methoxy-3,5-dinitrobenzamide, 2,4-dinitro-5- and 2,4-dinitro-6-methoxyanisole, and 1-methoxy-2,4-dinitronaphthalene with alkali metal methylates was studied by differential thermal analysis in combination with differential thermogravimetry. The temperature and heat of decomposition of these compounds depend on the nature of substituent in the anion of the σ complex and on the radius of the alkali metal cation. In the first step of the thermolysis the corresponding dinitrophenolates and dinitronaphtholates are formed. The final products of the thermolysis are alkali metal formates.
The Effects of Single- and Twin-tailed Ionic Surfactants upon Aromatic Nucleophilic Substitution
Cipiciani, Antonio,Germani, Raimondo,Savelli, Gianfranco,Bunton, Clifford A.,Mhala, Marutirao,Moffatt, John R.
, p. 541 - 546 (2007/10/02)
Reactions of OH- with 2,4-dinitro-1-chloro-benzene and -naphthalene have been examined in solutions of didodecyldimethylammonium chloride and hydroxide.Rate effects were analysed quantitatively in terms of distribution of reactants between water and the colloidal particles.Second-order rate constants at the surface of the particles are very similar to those in normal aqueous micelles of cetyltrimethylammonium hydroxide, chloride, and bromide and p-octyloxybenzyltrimethylammonium bromide and are slightly higher than in water.Similar observations were made on the reaction of OH- with 2,4-dinitro-1-fluorobenzene.
Nucleophilic Aromatic Substitution in Solutions of Cationic Bolaform Surfactants
Cipiciani, Antonio,Fracassini, Maria Cristina,Germani, Raimondo,Savelli, Gianfranco,Bunton, Clifford A.
, p. 547 - 552 (2007/10/02)
Reactions of OH- with 2,4-dinitro-1-chloro-benzene and -naphthalene have been examined in solutions of the following bolaform surfactants: alkane-α,ω-bis(trimethylammonium bromide), alkane=docosane, hexadecane, and dodecane, , bolaform(22)OH, and bolaform(16)OH.Rate effects of bolaform(22)Br and OH- were analysed quantitatively in terms of distribution of reactants between water and micelles and second-order rate constants at the micellar surfaces were very similar to those found with normal hexadecyltrimethylammonium micelles.Rate effects were much smaller with bolaform(16)Br and OH- but were typical of micellar rate enhancements, and bolaform(12)Br had even smaller effects.
The Stabilities of Meisenheimer Complexes. Part 27. The Effects of Gem-Dimethyl Substitution and Ring-Size on Spiro-Complex Formation.
Crampton, Michael R.,Routledge, Paul J.,Wilson, Penelope M.
, p. 1972 - 1993 (2007/10/02)
In the presence of aqueous sodium hydroxide, 1-(2,2-dimethyl-3-hydroxypropoxy)-2,4,6-trinitrobenzene and -2,4-dinitronaphthalene cyclise to give spiro-adducts.Comparison with the corresponding 3-hydroxypropyl ethers shows that, unusually, the gem-dimethyl substituents do not have a large effect on rate and equilibrium constants for cyclisation.The ? adduct initially formed from 1-(6-hydroxyhexoxy)-2,4,6-trinitrobenzene results from hydroxide attack at the 3-position rather than cyclisation, while 1-(6-hydroxyhexoxy)-2,4-dinitronaphthalene hydrolyses without formation of an observable intermediate.The rate coefficients for hydroxide attack at the 1-position of the substrate, giving picric acid or 2,4-dinitronaphthol, have been measured.
