Alastair
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Pseudonitrosite dimer to beta nito compound
In Rhodium archive there is an article on pseudonitrosites that suggests that the dimer crystals should be converted to beta-nitro compound by adding
them to an ethanol-KOH solution.
Since the dimer is insoluble in ethanol (''Now, the first remarkable property of the pseudonitrosites is that they are insoluble in water, alcohol,
and ether.''),
could it be converted into Bnitro in an aqueous KOH mixture?
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AndersHoveland
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When boiled with alcohol, the psuedonitrosites are converted into "nitro-oximes", an example of which is ethyl nitrolic acid, with the structure
CH3C(=NOH)NO2.
Using NaOH and alcohol, in the absence of water, pseudonitrosites are decomposed into hyponitrite and a salt of a nitroether compound, which upon
later being acidified forms products of which methanol and 2-nitropropylene are typical.
Ethyl nitrolic acid (C2N203H4) was prepared by the action of potassium hydroxide and sodium nitrite on nitroethane. Meyer & Constam, 1882
As for pseudonitrosites allegedly being "insoluble in water, alcohol, and ether", this is difficult to believe. It would indeed be quite remarkable if
this is actually true.
The most common "pseudonitrosite", 2-nitro-2-nitrosopropane, is soluble in benzene and DMSO.
http://www.sciencedirect.com/science/article/pii/00222860898...
[Edited on 22-9-2011 by AndersHoveland]
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Alastair
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Thank you, great info!
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