Cyclohexyl nitrite

The Btercochemically epociflo character of thin condensation i-s evident from the fact that cyclohexene oxide yields lrans-2-chloro-1-cyclohexyl nitrite (Eq. 939), which on treatment with alkali regenerates cydohexene oxide.10 8... 

In 1988, the U.S. Consumer Products Safety Commission banned the sale of butyl nitrite. But manufacturers kept one step ahead of federal regulatory agencies. Each time a specific formula was banned, the manufacturers would adjust by altering the chemical composition slightly. As of 2002, the newest popper was cyclohexyl nitrite, commonly sold in drug paraphernalia or head shops and adult bookstores as a head cleaner for VCRs. Cyclohexyl is chemically similar to amyl nitrite and butyl nitrite and produces the same effect when inhaled. 

There are few studies or research data that tracks the scope and severity of amyl nitrite usage, particularly among adults. It is usually lumped in the general category of inhalants. However, it is generally believed the problem is not as severe as with other, more readily available inhalants, such as solvents, aerosol propellants, and aliphatic nitrites, such as cyclohexyl nitrite. 

Commission banned the sale of butyl nitrite. However, the most commonly found poppers today contain cyclohexyl nitrite, which has a similar effect as amyl butyl nitrite. With cyclohexyl nitrite legal and readily available in the United States, the illegal use and sale of amyl and butyl nitrite is limited. Researchers point out that regardless of the legal status, the dangers of using any nitrite or nitrate are similar. 

Most abusers are drawn to inhalants for their psychoactive, or mind-altering, effects. Users of nitrites are the exception. The nitrites make up an inhalant subcategory that includes amyl, butyl, and cyclohexyl nitrites. These substances were nicknamed poppers because in the past, they were packaged in ampules. Users cracked the ampules to release the vapors. Nitrites are abused, internationally, because they produce a sexual rush, accompanied by a sense of power and exhilaration. 

The nitrites include amyl, butyl, and cyclohexyl nitrite. They are all highly flammable, yellowish liquids. Amyl nitrite has been used since 1867 to relieve chest pain or discomfort due to heart disease, although it has been widely replaced by nitroglycerin. Originally, it was available in glass vials called... 

Nitrosation may potentially also occur on cyclohexanol in fact, cyclohexanol can be oxidized at much lower temperatures than cyclohexanone. The active reactant is H NO2 therefore, in this case, the first product of cyclohexanol oxidation is cyclohexyl nitrite. The latter is then rearranged into 2-nitrosocyclohexanone, which is also the key intermediate in the main reaction pathway involving cyclohexanone. 

When cyclohexyl nitrite C is photolysed, there is no intramolecular hydrogen transfer to give the nitroso compound D of the type found in reaction (6,44), whereas cyclooctyl nitrite E gives some rearranged product F. Why is this [Hint consider possible conformations]. 

Room odorizer Cyclohexyl nitrite, isobutyl nitrite... 

The alkyl nitrites that can be abused by inhalation (cyclohexyl nitrite, isobutyl nitrite, isopentyl nitrite) are a special case in that (1) they are extremely unstable and break down rapidly in vivo to the corresponding alcohols and (2) usually also contain other isomers (butyl nitrite, pentyl nitrite). Any products submitted for analysis will usually contain the corresponding alcohols as well as the nitrites. 

The topological analysis of ELF performed at the B2PLYP/aug-cc-pVTZ level CgHiiOlNO—cyclohexyl nitrite, CgH5C(0)01N0—benzoyl nitrite... 

Fig. 19.9 TTie core and valence attractors in the cyclohexyl nitrite molecule, CgHnONO...

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