Deuteriation aromatic compounds

Analogous investigations of deuteriated methanol were carried out on the OD-valency vibration roD = 2689 cm in CCI4 as the standard solvent (Tamres, 1952, Searless and Tamres, 1951). Altogether 12 aromatic compounds, including halogen-substituted ones, were used as solvents. In the series of solvents, carbon tetrachloride, benzene, toluene, 0-, m-, j-xylene and mesitylene, i/qd shifted from 2689 to 2670 in benzene and to 2655 cm in mesitylene. 

Finally, the importance of GC/MS techniques for the analysis of hydroxyaromatic compounds generated during microsomal hydroxylation of benzene derivatives is mentioned here. Using various partially ring-deuteriated substituted benzenes, including biphenyl, evidence for direct aromatic hydroxylation was gained from the careful mass spectrometric tracing of the fate of the label in the various silyl-derivatized hydroxylation products . 

The n.m.r. spectra of a series of benzocycloalkanes and their 3- and 4-fluoro-derivatives have been obtained, including benzycyclobutane." Aromatic carbon assignments were confirmed, in the case of the hydrocarbons, by use of appropriately deuteriated substrates. The variation of the chemical shifts with the size of the fused ring has been discussed. The n.m.r. spectra of these compounds were also examined,... 

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