52262-63-2Relevant academic research and scientific papers
Six-coordinate uranium complexes featuring a bidentate anilide ligand
Fox, Alexander R.,Silvia, Jared S.,Townsend, Erik M.,Cummins, Christopher C.
experimental part, p. 781 - 789 (2011/11/12)
The synthesis of a new bidentate anilide ligand and four uranium amide complexes utilizing the ligand are reported. The secondary aniline HN[R]Ar MeL (R = C(CD3)2CH3, Ar MeL = 2-NMe2-5-MeC
Mono-nitration of aromatic compounds via nitrate salts
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Page/Page column 11-12, (2008/06/13)
A method of nitrating a compound selected from the group consisting of is provided.
Ce(SO4)2-mediated nitration of N,N-dialkylanilines with NaNO2 in water
Yang, Xianghua,Xi, Chanjuan
, p. 3381 - 3392 (2008/02/12)
Ce(SO4)2-mediated nitration of N,N-dialkylanilines with NaNO2 using water as the solvent has been achieved in good to excellent yields. The nitrating reaction proceeded smoothly at ambient temperature. Copyright Taylor & Francis Group, LLC.
Mono-nitration of aromatic compounds via their nitric acid salts
Zhang, Pingsheng,Cedilote, Miall,Cleary, Thomas P.,Pierce, Michael E.
, p. 8659 - 8664 (2008/03/30)
Aromatic compounds bearing a basic nitrogen atom can be converted to the corresponding nitric acid salts. Mono-nitration of the compounds can be carried out by adding a dichloromethane solution of the salts to sulfuric acid, or by adding acetyl chloride (or trifluoroacetic anhydride) to a dichloromethane solution of the salts. This protocol provides, among other benefits, the most convenient and reliable way for the prevention of over-/under-nitration and is especially suitable for scale-up.
Succinimidylation and nitration of aromatic compounds by photolysis with N-nitrosuccinimide
Calvert, Jane,Eberson, Lennart,Hartshorn, Michael P.,Svensson, Jan O.
, p. 645 - 652 (2007/10/02)
N-Nitrosuccinimide (S-NO2) engages in weak charge transfer complexes with aromatic compounds (ArH).Upon photolysis with light of λ > 345 nm in dichloromethane, electron transfer within the charge transfer complex leads to the triad -NO2>from which products of eventual succinimidylation and/or nitration develop by initial attack of succinimide anion upon the radical cation.Photolysis in the presence of trifluoroacetic acid (0.4 mol dm-3) causes inactivation of S- by protonation, making EPR detection of ArH-radical cations or radicals cations formed by its further transformations possible.In acetonitrile, trifluoroacetic acid is too weak effectively to protonate S-, whereas addition of stronger acids again leads to the development of EPR spectra of ArH-radical cation in the case of 9,10-dimethylanthracene, the intensity increasing with decreasing pK of the acid.An X-ray crystal structure is reported for N-nitrosuccinimide.
Transnitrosation by N-aryl-N-nitrosoureas; NO-carrying O-nitrosoisourea
Tanno,Sueyoshi,Miyata
, p. 1760 - 1767 (2007/10/02)
Transfer of nitroso groups, so-called transnitrosation, from aromatic N-nitroso compounds such as N-nitrosoureas, N-nitrosamides and N-nitrosamines, to aromatic amines or ureas was observed under non-acidic conditions at room temperature. Sterically hindered 3,3-dibenzyl-1-(4-tolyl)-1-nitrosourea (1a) rapidly nitrosates indoline, N-alkylanilines or 3-methyl-1-(4-tolyl)urea to give their N-nitroso derivatives. In the case of N,N-dimethylanilines, nitrosative demethylation occurs to give N-methyl-N-nitrosanilines. The transnitrosation is accelerated by electron-releasing groups on the nitroso acceptors, N-alkylanilines. The transnitrosation mechanism is considered to be as follows: N-nitrosourea (1) thermally decomposes to nitric oxide and ureidyl radical followed by formation of an O-nitrosoisourea intermediate (10), which acts as an NO-carrying agent and nitrosates anilines or ureas.
ipso-Attack in the Nitration of Aromatic Amines. Part 3. Evidence for Two Mechanisms of ipso-Attack
Al-Omran, Fatima,Ridd, John H.
, p. 1185 - 1190 (2007/10/02)
Studies on the nitration of NN-dimethyl-4-methylaniline (1a) have been extended to NN-dimethyl-3,4-dimethylaniline (1b) and NN-dimethyl-3,4,5-trimethylaniline (1c).All three amines react with nitric acid in 60-70percent sulphuric acid at 0 deg C by the ni
ipso-Attack in the Nitration of Aromatic Amines. Part 4. Rate Profiles and Isotope Effects for the Rearrangements of ipso-Intermediates
Helsby, Paul,Ridd, John H.
, p. 1191 - 1196 (2007/10/02)
The conversion of the ipso-intermediates (1) and (2) into the corresponding o-nitroamines in aqueous sulphuric acid at 0 deg C has been followed by u.v. spectrometry.The reactions are first-order and the form of the rate profile shows that either the 1,3-
