Sulfur-nitrogen compounds Subject

Sulfur-nitrogen compounds are currently the subject of intense research. Structurally, these compounds call to mind the allotropes of sulfur discussed in the last section, but their preparations and properties are not easily rationalized. 

Sulfur-Nitrogen-Fluorine Compounds O. Glemser and R. Mews AUTHOH INDEX—SUBJECT INDEX... 

Measurement and specification of nitrates or other nitrogen oxide compounds in sulfuric acid is a complex subject. The difficulty occurs because nitrogen oxides are usually present both as nitrous and nitric compounds, predominantiy in the nitrous form. Hence, analytical procedures specific for nitrates only do not give a complete analysis. 

In contrast to the lighter feedstocks that may be subjected to the hydrodesulfurization operation, the heavy oils and residua may need some degree of pretreatment. For example, the process catalysts are usually susceptible to poisoning by nitrogen (and oxygen) compounds and metallic salts (in addition to the various sulfur-compound types) that tend to be concentrated in residua (Chapter 3) or exist as an integral part of the heavy oil matrix. 

Similar reactions are known of compounds in which the carbon-nitrogen bond is part of a heterocyclic nucleus.17 18 The oxygen atom of the reactive system may be replaced by a sulfur atom, with, however, some reduction in the tendency toward rearrangement. Allyl p-tolyl sulfide rearranges (XI —> XII) to the extent of 27% (50% based on sulfide not recovered) when subjected to refluxing at 228-264° for four hours.19... 

You have now seen how enols and enolates react with electrophiles based on hydrogen (deuterium), carbon, halogens, silicon, sulfur, and nitrogen. What remains to be seen is how new carbon-carbon bonds can be formed with alkyl halides and carbonyl compounds in their normal electrophilic mode. These reactions are the subject of Chapters 26-29. We must first look at the ways aromatic compounds react with electrophiles. You will see similarities with the behaviour of enols. 

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