Nitroso
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222074174
2008-06-27T12:59:16Z
Puppy8800
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iw
[[Image:Nitroso-compound-2D.png|thumb|right|150px|The general structure of a nitroso compound]]
'''Nitroso''' refers to a [[functional group]] in [[organic chemistry]] which has the general formula RNO. Nitroso compounds can be prepared by the reduction of [[nitro compound]]s or by the oxidation of [[hydroxylamine]]s. A good example is (CH<sub>3</sub>)<sub>3</sub>CNO, known formally as [[2-methyl-2-nitrosopropane]], or ''t''-BuNO, which is prepared by the following sequence:<ref>A. Calder, A. R. Forrester, and S. P. Hepburn ''2-Methyl-2-nitrosopropane and Its Dimer'' [[Organic Syntheses]], Coll. Vol. 6, p.803; Vol. 52, p.77. [http://www.orgsyn.org/orgsyn/prep.asp?prep=cv6p0803 Link]</ref>
:(CH<sub>3</sub>)<sub>3</sub>CNH<sub>2</sub> → (CH<sub>3</sub>)<sub>3</sub>CNO<sub>2</sub>
:(CH<sub>3</sub>)<sub>3</sub>CNO<sub>2</sub> → (CH<sub>3</sub>)<sub>3</sub>CNHOH
:(CH<sub>3</sub>)<sub>3</sub>CNHOH → (CH<sub>3</sub>)<sub>3</sub>CNO
(CH<sub>3</sub>)<sub>3</sub>CNO is blue and exists in solution in [[Chemical equilibrium|equilibrium]] with its [[dimer]], which is colorless, m.p. 80 − 81 °C.
In the [[Fischer-Hepp rearrangement]] aromatic 4-nitroso-anilines are prepared from the corresponding [[nitrosamine]]s. Another named reaction involving a nitroso compound is the [[Barton reaction]].
== See also ==
* [[Nitrosamine]], the functional group with the NO attached to an amine, such as R<sub>2</sub>N-NO
* [[Nitrosobenzene]]
==References==
<references/>
{{Functional Groups}}
[[Category:Functional groups]]
[[Category:Nitroso compounds| ]]
[[de:Nitrosoverbindungen]]
[[mk:Нитрозност]]
[[ja:ニトロソ化合物]]
[[pt:Nitroso]]
[[ru:Нитрозосоединения]]
[[zh:亚硝基化合物]]