Relevant bibliographies by topics / Aniline(n,n-dimethyl m-tolylazo-4)

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Academic literature on the topic 'Aniline(n,n-dimethyl m-tolylazo-4)'

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Published: 2 July 2021
Last updated: 1 February 2022

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Journal articles on the topic "Aniline(n,n-dimethyl m-tolylazo-4)"

1

Armstrong, David R., Liam Balloch, Eva Hevia, Alan R. Kennedy, Robert E. Mulvey, Charles T. O'Hara, and Stuart D. Robertson. "Meta-metallation of N,N-dimethylaniline: Contrasting direct sodium-mediated zincation with indirect sodiation-dialkylzinc co-complexation." Beilstein Journal of Organic Chemistry 7 (September 6, 2011): 1234–48. http://dx.doi.org/10.3762/bjoc.7.144.

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Previously we reported that direct zincation of N,N-dimethylaniline by the mixed-metal zincate reagent 1 ((TMEDA)Na(TMP)(t-Bu)Zn(t-Bu)) surprisingly led to meta-metallation (zincation) of the aniline, as manifested in the crystalline complex 2 ((TMEDA)Na(TMP)(m-C6H4-NMe2)Zn(t-Bu)), and that iodination of these isolated crystals produced the meta-isomer N,N-dimethyl-3-iodoaniline quantitatively. Completing the study here we find that treating the reaction solution with iodine produces a 72% conversion and results in a mixture of regioisomers of N,N-dimethyliodoaniline, with the meta-isomer still the major product (ortho:meta:para ratio, 6:73:21), as determined by NMR. In contrast to this bimetallic method, sodiation of N,N-dimethylaniline with n-BuNa produced the dimeric, ortho-sodiated complex 3 (((TMEDA)Na(o-C6H4-NMe2))2), as characterised by X-ray crystallography and NMR. No regioisomers were observed in the reaction solution. Introducing t-Bu2Zn to this reaction solution afforded a cocrystalline product in the solid-state, composed of the bis-anilide 4 ((TMEDA)Na(o-C6H4-NMe2)2Zn(t-Bu)) and the Me2N–C cleavage product 5 ({(TMEDA)2Na}+{(t-Bu2Zn)2(µ-NMe2)}−), which was characterised by X-ray crystallography. NMR studies of the reaction mixture that produces 4 and 5 revealed one additional species, but the mixture as a whole contained only ortho-species and a trace amount of para-species as established by iodine quenching. In an indirect variation of the bimetallic reaction, TMP(H) was added at room temperature to the reaction mixture that afforded 4 and 5. This gave the crystalline product 6 ((TMEDA)Na(TMP)(o-C6H4-NMe2)Zn(t-Bu)), the ortho-isomer of the meta-complex 2, as determined from X-ray crystallographic and NMR data. Monitoring the regioselectivity of the reaction by iodination revealed a 16.6:1.6:1.0 ortho:meta:para ratio. Interestingly, when the TMP(H) containing solution was heated under reflux for 18 hours more meta-isomer was produced (corresponding ratio 3.7:4.2:1.0). It is likely that this change has its origin in a retro reaction that produces the original base 1 as an intermediate. Theoretical calculations at the DFT level using the B3LYP method and the 6-311G** basis set were used to probe the energetics of both monometallic and bimetallic systems. In accord with the experimental results, it was found that ortho-metallation was favoured by sodiation; whereas meta- (closely followed by para-) metallation was favoured by direct sodium-mediated zincation.
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2

Fishbein, James C., and Robert A. McClelland. "Halide ion trapping of nitrenium ions formed in the Bamberger rearrangement of N-arylhydroxylamines. Lifetime of the parent phenylnitrenium ion in water." Canadian Journal of Chemistry 74, no. 7 (July 1, 1996): 1321–28. http://dx.doi.org/10.1139/v96-147.

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The acid reactions of five arylhydroxylamines (Ar = 2,6-Me2C6H3, 2,5-Me2C6H3, 2-MeC6H4, 2-ClC6H4, and C6H5) have been studied at constant ionic strength (NaClO4) in the presence of varying amounts of NaBr and NaCl. Each system resulted in the corresponding p-aminophenol, the product of Bamberger rearrangement, as the only detectable product in the absence of halide. The addition of halide ion reduced the yield of this product, with the appearance of the corresponding p-haloaniline, o-haloaniline (where appropriate), and the parent aniline (predominantly with bromide). Rate constants for the reaction were measured in the case of the parent and 2,6-dimethyl systems and showed small decreases (chloride) or increases (bromide) with increasing halide concentration. These changes did not correlate with the change in products, implying that the rate variations were caused by specific salt effects. Product data were analyzed by a mechanism involving rate-limiting formation of the appropriate arylnitrenium ion followed by product-determining steps involving trapping by the solvent or by the added halide. The possibility that a portion of the halide-trapped products were derived from a pre-association mechanism was also included. Kinetic analyses then produced kBr:kw and kCl:kw ratios for two limiting cases, one involving pre-association with an equilibrium constant kas = 0.3, and one ignoring pre-association. From an azide:water ratio (kAz:kw) previously determined for the 2,6-dimethylphenylnitrenium, kBr was concluded to lie in the range (4–5) × 109 M−1 s−1 for all of the nitrenium ions of this study. This range for kBr then led to kw values of (1–2) × 109 s−1 (2,5-Me2), (2–3) × 109 s−1 (2-Me), and (4–8) × 109 s−1 (parent and 2-Cl), where the ranges reflect uncertainties in the exact value of kBr and in the contribution from pre-association. The lifetime of the parent phenylnitrenium ion in water at one molar ionic strength is concluded to lie in the range 125–250 ps. Key words: nitrenium ion lifetime, phenylhydroxylamine, phenylnitrenium ion, Bamberger rearrangement.
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3

Mungmeechai, T., Suesat Jantip, and P. Suwanruji. "Study of the Relationships between the Chemical Structures of Azo Disperse Dyes and their Dyeing Properties on Polyester." Advanced Materials Research 93-94 (January 2010): 332–35. http://dx.doi.org/10.4028/www.scientific.net/amr.93-94.332.

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A series of azo disperse dyes was synthesized using 4-nitro aniline and 2-chloro-4-nitro aniline as diazo components. The coupling components were N,N-diethyl aniline, N,N-bis-β-hydroxyethyl aniline, N,N-bis-β-acetoxyethyl aniline, N,N-diethyl-m-toluidine, N,N-bis-β-hydroxyethyl-m-toluidine and N,N-bis-β-acetoxyethyl-m-toluidine. The structures of the synthesized dyes were confirmed by TLC, 1H NMR and elemental analysis. The spectroscopic properties of the dyes when dissolved in the organic solvents viz. ethyl acetate and methyl benzoate, were investigated. The absorption spectra of the dyes showed a bathochromic shift when the polarity of the solvents increased. In addition, the substituent groups on the dye structures influenced the spectroscopic properties of the dyes. The dyeing properties of the dyes on poly(ethylene terephthalate) and poly(lactic acid) fabrics were also studied. The dyes exhibited a slight difference in shade on the two polyester fabrics. Heat and light fastness properties of the dyed fabrics were also examined.
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4

Ajeetha, N., and V. G. K. M. Pisipati. "The Influence of the Position of Oxygen on the Phase Behaviour of Benzylidene Anilines." Zeitschrift für Naturforschung A 58, no. 12 (December 1, 2003): 735–37. http://dx.doi.org/10.1515/zna-2003-1209.

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Synthesis and Characterization of N (p-n-alkyl benzylidene)-p-n-alkoxy anilines (n.Om), N (p-nalkoxy benzylidene)-p-n-alkoxy anilines (nO.Om) and N (p-n-alkyl benzylidene)-p-n-alkyl anilines (n.m), where n = m = either 4 or 5, has been carried out using thermal microscopy (TM) and differential scanning calorimetry (DSC). The results are discussed in the light of other experimental observations on N (p-n-alkoxy benzylidene)-p-n alkyl anilines (nO.m). It has been observed that the position of oxygen on either side of the rigid core of the benzylidene moiety plays an important role in the manifestation of different phase variants.
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5

Ryan, David A., Jeremy K. M. Sanders, Gerald C. Curtis, and Helen Hughes. "NMR study of whole rat bile: the biliary excretion of 4-cyano-N,N-dimethyl aniline by an isolated perfused rat liver and a liver in situ." Journal of Pharmaceutical and Biomedical Analysis 13, no. 6 (January 1995): 735–45. http://dx.doi.org/10.1016/0731-7085(95)01265-m.

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6

Morar, Cristina, Pedro Lameiras, Attila Bende, Gabriel Katona, Emese Gál, and Mircea Darabantu. "Design, synthesis and structure of novel G-2 melamine-based dendrimers incorporating 4-(n-octyloxy)aniline as a peripheral unit." Beilstein Journal of Organic Chemistry 14 (July 9, 2018): 1704–22. http://dx.doi.org/10.3762/bjoc.14.145.

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Background: 4-(n-Octyloxy)aniline is a known component in the elaboration of organic materials with mesogenic properties such as N-substituted Schiff bases, perylene bisimide assemblies with a number of 2-amino-4,6-bis[4-(n-octyloxy)phenylamino]-s-triazines, amphiphilic azobenzene-containing linear-dendritic block copolymers and G-0 monomeric or dimeric dendritic liquid crystals with photochromic azobenzene mesogens. The present ab initio study explores a previously unknown use of 4-(n-octyloxy)aniline in the synthesis, structure and supramolecular behaviour of new dendritic melamines. Results: Starting from 4-(n-octyloxy)aniline, seven G-2 melamine-based dendrimers were obtained in 29–79% overall yields. Their iterative convergent- and chemoselective synthesis consisted of SN2-Ar aminations of cyanuric chloride and final triple N-acylations and Williamson etherifications (→ G-2 covalent trimers) or stoichiometric carboxyl/amino 1:3 neutralisations (→ G-2 ionic trimers). These transformations connected G-1 chloro- and amino-termini dendrons to m-trivalent cores (triazin-2,4,6-triyl and benzene-1,3,5-triyl units) or tripodands (central building blocks), such as N-substituted melamines with 4-hydroxyphenyl or phenyl-4-oxyalkanoic motifs. Owing to the diversity of cores and central building blocks, the structural assortment of the dendritic series was disclosed by solvation effects (affecting reactivity), rotational stereodynamism and self-organisation phenomena (determining a vaulted and/or propeller macromolecular shape in solution). DFT calculations (in solution), (VT) NMR and IR (KBr) spectroscopy supported these assignments. TEM analysis revealed the ability of the title compounds towards self-assembling into homogeneously packed spherical nano-aggregates. Conclusions: The (non)covalent synthesis and step-by-step structural elucidation of novel G-2 melamine dendrimers based on 4-(n-octyloxy)aniline are reported. Our study demonstrates the crucial influence of the nature (covalent vs ionic) of the dendritic construction in tandem with that of its central building blocks on the aptitude of dendrimers to self-organise in solution and to self-assembly in the solid state.
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7

Holman, Michelle A., Natalie M. Williamson, and A. David Ward. "Preparation and Cyclization of Some N-(2,2-Dimethylpropargyl) Homo- and Heteroaromatic Amines and the Synthesis of Some Pyrido[2,3-d]pyrimidines." Australian Journal of Chemistry 58, no. 5 (2005): 368. http://dx.doi.org/10.1071/ch04260.

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The Cu(i) catalyzed cyclization of o-substituted N-(2,2-dimethylpropargyl)anilines yields 8-substituted 2,2-dimethyl-1,2-dihydroquinolines, while m-substituted analogues provide a mixture of 5- and 7-substituted dihydroquinoline systems. This reaction can be extended to 2-amino-N-(2,2-dimethylpropargyl)anthracene, yielding a dihydronaphtho[2,3-f]quinoline product, and to aminoquinoline derivatives, which yield substituted phenanthroline products. Pyridine analogues did not cyclize, apparently because of complexation with the copper reagent. An alternative synthetic approach to these cyclized products, when complexation may be a problem, is illustrated by the following example. 2-Chloro-4-N-(2,2-dimethylpropargyl)pyrimidine was reduced using a Lindlar catalyst to the corresponding alkene which did not undergo an amino-Claisen rearrangement. However, the 5-bromopyrimidine alkene analogue underwent addition with phenylselanyl bromide to give a product that cyclized, using butyllithium, to a pyrido[2,3-d]pyrimidine selenium-containing product from which the selenium moiety could be removed to yield either a dihydro- or a tetrahydro-pyrido[2,3-d]pyrimidine system. A Heck reaction on the 5-bromopyrimidine alkene gave a 5-methylene-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine.
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8

Mikrovannidis, J. A. "Synthesis and characterization of polycarbonates derived from N,N′-m-phenylenebis(3-hydroxybenzamide) and 4,4-bis(4-hydroxyphenyl)pentanoic acid anilide." European Polymer Journal 21, no. 12 (January 1985): 1031–34. http://dx.doi.org/10.1016/0014-3057(85)90209-5.

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9

Pisipati, Venkata, M. Saraswathi, D. Madhavi Latha, P. Pardhasaradhi, and P. V. Datta Prasad. "Synthesis, Characterization and Phase Transition Studies on Some N-(4-Butyloxy Benzylidene)-4-Alkoxy Anilines, 4O.Om Compounds - A Dilatometric Study." JOURNAL OF ADVANCES IN PHYSICS 2, no. 1 (October 5, 2013): 38–47. http://dx.doi.org/10.24297/jap.v2i1.2101.

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Dilatometric studies are carried out on the synthesized N-(4-butyloxy benzylidene)-4-alkoxy anilines, 4O.Om compounds with the m = 3 to 7 and 9. Characterization of these compounds is done using the polarizing microscope attached with a hot stage. The differential scanning calorimeter is employed to find out the transition temperatures as well as the heats of transitions. All the compounds exhibit nematic phase with varying thermal ranges with the clearing temperatures are above 100 OC as unlike the case of the well known N-(4-butyloxy benzylidene)-4-alkyl anilines, 4O.m compounds which exhibit rich poymorphysim and the clearing temperatures are well below 100 OC. As expected the isotropic to nematic transition exhibited first order nature and the results are discussed with the body of the data available in literature.
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10

Zhou, Ting-Ting, Dong-Mei Zhang, Jia-Wen Li, and Fan Zhang. "Crystal structure of dichlorido(2-(1-methyl-1H-benzo[d]imidazol-2-yl)aniline-κ2N,N′)zinc(II)." Zeitschrift für Kristallographie - New Crystal Structures 231, no. 2 (June 1, 2016): 477–78. http://dx.doi.org/10.1515/ncrs-2015-0146.

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Dissertations / Theses on the topic "Aniline(n,n-dimethyl m-tolylazo-4)"

1

Lamas, Eugenia. "Modifications de l'expression génétique au cours de l'hépatocarcinogénèse chimique induite chez le rat par le 3'-methyl-4-dimethylaminoazobenzene." Paris 6, 1986. http://www.theses.fr/1986PA066316.

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Au cours de l'hépatocarcinogénèse induite par methyl-3'-dab, il y a réexpression précoce des ARN messagers de type fœtal et simultanément, blocage de l'expression de certains ARN messagers codant pour des marqueurs spécifiques du foie adulte.
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Book chapters on the topic "Aniline(n,n-dimethyl m-tolylazo-4)"

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Doraiswamy, L. K. "Reactor Design for Complex Reactions." In Organic Synthesis Engineering. Oxford University Press, 2001. http://dx.doi.org/10.1093/oso/9780195096897.003.0018.

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Procedures were formulated in Chapter 5 for treating complex reactions. We now turn to the design of reactors for such reactions. Continuing with the ethylation reaction, we consider the following reactor types for which design procedures were formulated earlier in Chapter 4 for simple reactions: batch reactors, continuous stirred reactors (or mixed-flow reactors), and plug-flow reactors. However, we use the following less formal nomenclature: A = aniline, B = ethanol, C = monoethyaniline, D = water, E = diethylaniline, F = diethyl ether, and G = ethylene. The four independent reactions then become Using this set of equations as the basis, we now formulate design equations for various reactor types. Detailed expositions of the theory are presented in a number of books, in particular Aris (1965, 1969) and Nauman (1987). Consider a reaction network consisting of N components and M reactions. A set of N ordinary differential equations, one for each component, would be necessary to mathematically describe this system. They may be concisely expressed in the form of Equation 5.5 (Chapter 5), or . . . d(cV)/dt = vrV (11.1) . . . The use of this equation in developing batch reactor equations for a typical complex reaction is illustrated in Example 11.1.
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