The bromination of some N,N-dimethylanilines with dibromoisocyanuric acid

1977 ◽  
Vol 30 (7) ◽  
pp. 1561 ◽  
Author(s):  
J Rosevear ◽  
JFK Wilshire
Keyword(s):  
Liquid Chromatography ◽  
Quantitative Analysis ◽  
Proton Magnetic Resonance ◽  
Proton Magnetic Resonance Spectroscopy ◽  
Resonance Spectroscopy ◽  
Gas Liquid Chromatography ◽  
Reaction Products ◽  
Solvent Shift ◽  
Solvent Shifts ◽  
Dibromoisocyanuric Acid

The reaction of some representative N,N-dimethylanilines with dibromoisocyanuric acid has been investigated. In many cases, mixtures of brominated products were obtained; these mixtures were analysed both by gas-liquid chromatography and by proton magnetic resonance spectroscopy. With excess of reagent, perbromination was readily achieved. ��� Significant solvent shifts [δ(CDCl3)-δ(C6D6)] were observed for a wide variety of bromo-N,N-dimethylanilines. This solvent shift phenomenon was used not only for the assignment of structure to reaction products but also for the quantitative analysis of mixtures of bromo-N,N-dimethylanilines.

The chlorination of some N,N-Dimethylanilines with 1,3,5-Trichloro-1,3,5-triazine-2,4,6(1H,3H,5H)-trione (Trichloroisocyanuric acid)

1980 ◽  
Vol 33 (4) ◽  
pp. 843 ◽  
Author(s):  
J Rosevear ◽  
JFK Wilshire
Keyword(s):  
Proton Magnetic Resonance ◽  
Proton Magnetic Resonance Spectroscopy ◽  
Resonance Spectroscopy ◽  
Gas Liquid Chromatography ◽  
Dimethylamino Group ◽  
Concentrated Sulfuric Acid ◽  
Trichloroisocyanuric Acid ◽  
Dibromoisocyanuric Acid ◽  
Marked Tendency ◽  
Dichloroisocyanuric Acid

The reaction of some representative N,N-dimethylanilines and of Fischer's base (1,3,3-trimethyl-2-methyleneindoline) with trichloroisocyanuric acid in concentrated sulfuric acid has been investigated. In many cases mixtures of chlorinated products were obtained; these mixtures were examined both by gas-liquid chromatography and by proton magnetic resonance spectroscopy. The reaction of N,N-dimethylaniline with dichloroisocyanuric acid was also studied. ��� A feature of these chlorinations is the marked tendency for substitution to occur ortho to the dimethylamino group. This behaviour therefore differs from that reported for the corresponding brominations involving dibromoisocyanuric acid, where meta-substitution was observed.

scholarly journals Characterization by gas-liquid chromatography-mass spectrometry and proton-magnetic-resonance spectroscopy of pertrimethylsilyl methyl glycosides obtained in the methanolysis of glycoproteins and glycopeptides

1975 ◽  
Vol 151 (3) ◽  
pp. 491-495 ◽  
Author(s):  
J P Kamerling ◽  
G J Gerwig ◽  
J F G Vliegenthart ◽  
J R Clamp
Keyword(s):  
Mass Spectrometry ◽  
Magnetic Resonance ◽  
Magnetic Resonance Spectroscopy ◽  
Proton Magnetic Resonance ◽  
Proton Magnetic Resonance Spectroscopy ◽  
Resonance Spectroscopy ◽  
Gas Liquid Chromatography ◽  
Liquid Chromatography Mass Spectrometry ◽  
Acetylneuraminic Acid ◽  
Unambiguous Interpretation

The quantitative analysis by gas chromatography of monosaccharides present in glycoproteins and glycopeptides using methanolysis, followed by re-N-acetylation and trimethylsilylation, gives rise to several peaks for each monosaccharide. The identity of these peaks for xylose, fucose, mannose, galactose, glucose, N-acetylglucosamine, N-acetylgalactosamine and N-acetylneuraminic acid was established for α- and β-methyl pyranosides and furanosides by combined g.l.c.-mass spectrometry and proton-magnetic-resonance spectroscopy. These data provide for the unambiguous interpretation of the gas chromatograms obtained in the application of this g.l.c. method, and supply basic information for the further application of mass spectrometry in this field.

Estimation of Phenols by the 4-Aminoantipyrine Method: Identification of the Colored Reaction Products by Proton Magnetic Resonance Spectroscopy

1973 ◽  
Vol 51 (17) ◽  
pp. 2860-2868 ◽  
Author(s):  
Peter F. Jones ◽  
K. E. Johnson
Keyword(s):  
Proton Magnetic Resonance ◽  
Proton Magnetic Resonance Spectroscopy ◽  
Charge Transfer Complex ◽  
Resonance Spectroscopy ◽  
Reaction Products ◽  
Substituted Phenols ◽  
Geometrical Isomers ◽  
Single Isomer ◽  
A Charge ◽  
Anti Form

The products from the oxidation of several phenols in the presence of 4-aminoantipyrine have been isolated and their p.m.r. spectra examined. The results confirm the proposed formation of p-quinoneimide adducts and the elimination of the para-group in the case of reactive p-substituted phenols. Data from ortho substituted phenols reveal the formation of syn and anti geometrical isomers of the quinoneimide. In contrast, when the starting phenol has a meta-substituent, only a single isomer, the less hindered anti form, is obtained. An unusually large anisotropic effect of the antipyryl group, causing a deshielding of the closest proton on the quinoneimide ring, has been found. In the reaction between p-benzoquinone and 4-aminoantipyrine, the color obtained is due to the formation of the p-quinoneimide, and not to a charge-transfer complex.

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