Ultraviolet spectroscopy aromatic compounds

The isoindole-isoindolenine equilibrium has been studied quantitatively only in the case of certain 1-arylisoindoles. Although two structurally different isoindolenines are possible, only that with the carbon-nitrogen double bond conjugated with both aromatic rings was observed. Investigation of the isoindole-isoindolenine ratios for three compounds by NMR and ultraviolet spectroscopy indicated a... 

Aromatic rings are detectable by ultraviolet spectroscopy because they contain a conjugated rr electron system. In general, aromatic compounds show a series of bands, with a fairly intense absorption near 205 nm and a less intense absorption in the 255 to 275 nm range. The presence of these bands in the ultraviolet spectrum of a molecule is a sure indication of an aromatic ring. 

Similarly, organic liquids have a variety of applications. For example, hexane, which frequently contains impurities such as aromatic compounds, is used in a variety of applications for extracting non-polar chemicals from samples. The presence of impurities in the hexane may or may not be important for such applications. If, however, the hexane is to be used as a solvent for ultraviolet spectroscopy or for HPLC analysis with UV absorbance or fluorescence detection, the presence of aromatic impurities will render the hexane less transparent in the UV region. It is important to select the appropriate grade for the task you have. As an example, three different specifications for n-hexane ( Distol F , Certified HPLC and Certified AR ), available from Fisher Scientific UK, are shown in Figure 5.5 [10]. You will see that the suppliers provide extra, valuable information in their catalogue. 

Ultraviolet-visible spectroscopy (a) R. Friedel and M. Orchin (1958). Ultraviolet Spectra of Aromatic Compounds. New York Wiley. 

Ultraviolet Spectroscopy The ultraviolet spectra of aromatic compounds are quite different from those of nonaromatic polyenes. For example, benzene has three absorptions in the ultraviolet region an intense band at Amax = 184 nm (e = 68,000), a moderate band at Amax = 204 nm (e = 8800), and a characteristic low-intensity band of multiple absorptions centered around 254 nm (e = 200 to 300). In the UV spectrum of benzene in Figure 16-19, the absorption at 184 nm does not appear because wavelengths shorter than 200 nm are not accessible by standard UV-visible spectrometers. 

Evidence from spectral studies for interactions other than the above hydrogen bonds is not very plentiful. Polystyrene/poly(2,6 dimethyl-l,4-phenylene oxide) blends have been studied by infra-red and ultraviolet spectroscopy . Interactions involving the aromatic rings of the two polymers were proposed. Studies of low molecular weight ethers with aromatic compounds have shown evidence for specific interactions and this has recently been extended to blends of polystyrene with poly(methyl vinyl ether)... 

If the solvent is to be used for ultraviolet spectroscopy, it is necessary to remove all the aromatic compounds. This may be done by shaking the hydrocarbon with a mi.xture of concentrated sulfuric and nitric acids, which will nitrate the aromatic compounds. The hydrocarbon is separated, washed with water, distilled, and passed through a column of activated alumina which will remove any residual unsaturated or nonhydrocarbon materials. The spectrum of the solvent is monitored as it passes from the column, and when significant absorption at 210 m/i is observed, the alumina is replaced. 

Spectroscopy in the ultraviolet and the visible region was one of the first physical methods applied to the studies of aromatic compounds in acid systems. By this method the first indications were obtained for arenium ions. In particular, V. Gold and F. Tye showed the solutions of anthracene and 1,1-diphenylethylene in concentrated sulphuric acid to have absorption maxima very close in position and intensity 422 and 431 nm, respectively). This similarity meant that the hydrocarbons are protonated to form, respectively, the 9-H-anthracenium ion and the di-phenylmethyl cation having similar 7t-electron systems ... 

Fraenkel G, Dayagi S, Kobayashi S (1968) Nuclear Magnetic Resonance and Ultraviolet Spectroscopy of Substituted Aromatic Organometallic Compounds of Lithium, Magnesium, and Calcium. J Phys Chem 72 953-961... 

Ultraviolet fluorescence spectroscopy has also been employed to investigate the nature of the aromatic systems in coal and in coal-derived products (Mille et al., 1990). Examination of the pyridine extracts produced data that were characteristic of compounds having three, four, or five condensed aromatic rings. However, it was not possible to obtain an estimation of the ring size within the insoluble coal matrix. 

Obtain infrared and nuclear magnetic resonance spectra following the procedures of Chapters 19 and 20. If these spectra indicate the presence of conjugated double bonds, aromatic rings, or conjugated carbonyl compounds obtain the ultraviolet spectrum following the procedures of Chapter 21. Interpret the spectra as fully as possible by reference to the sources cited at the end of the various spectroscopy chapters. 

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