Taoiseach
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Isocyanogen
Isocyanogen has been mentioned here:
https://www.sciencemadness.org/whisper/viewthread.php?tid=81...
as a precursor to (N3)2C=N-N-C(N3)2
Google didn't come up with much useful information on this compound. These cyanogen compounds generally seem to be rather fragmentarily investigated.
Does anyone have precise information on the preparation of isocyanogen and its properties?
Thx in advance.
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Engager
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This compound (diisonitrile) is weakly studied and is only produced in trace ammounts, isocyanogen tetrazide is not actually precursor, precursor is
isocyanogen tetrabromide witch can be produced by action of bromine on 5,5'-azotetrazole or 5,5'-hydrazo-bistetrazole, procedure of preparation was
given in my tetrazole related publication: http://sciencemadness.org/scipics/Energetic_Derivatives_Of_T... Traces of isocyanogen (diisonitrile) are produced then isocyanogen tetrabromide is
adjusted by alkali in alcohol. Some other derivatives of isocyanogen are known, for example (NH2)2C=N-N=C(NH2)2 can be produced by oxidation of
aminoguanidine by KMnO4 with subsequent reduction.
Original reference on isocyanogen and isocyanogen tetrabromide from Thiele (on German) and patent on isocyanogen tetraazide are attached to this
message:
Attachment: J.Thiele - Ueber Azo und Hydrszoverbinclungen des Tetrazols.pdf (727kB)
This file has been downloaded 925 times
Attachment: US2990412.pdf (60kB)
This file has been downloaded 644 times
[Edited on 10-1-2010 by Engager]
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ScienceSquirrel
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Spectroscopists have dedicated many hours to making strange and unusual molecules.
For instance allene CH2=C=CH2 and ketene CH2=C=0 are stable molecules so we could expect ethlyene dione O=C=C=O to be at least detectable by infrared
spectroscopy in a low pressure flow system but it has continued to elude us.
http://en.wikipedia.org/wiki/Ethylene_dione
[Edited on 10-1-2010 by ScienceSquirrel]
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Formatik
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The specific examples given by Thiele was by the decomposition of the tetrabromide by alkali and oxidizables like alcohol, or lower oxides of iron
(FeO), manganese, or zinc gives a strong odor of isonitrile. And when the tetrabromide was decomposed through zinc dust under the addition of a trace
of ZnCl2 in alcoholic solution also gave isonitrile odor.
Attachment: Thiele, Ber. 26, 2645.pdf (239kB)
This file has been downloaded 656 times
[Edited on 11-1-2010 by Formatik]
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ScienceSquirrel
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To be honest I would be a bit suspicious of that German paper on the grounds that it is very old and their only evidence is a bad smell.
The following thesis references actual preparations of CNNC and NCNC, diisocyanogen and isocyanogen respectively, from 1989.
The molecules were characterised by Raman and IR spectroscopy in the gas phase.
http://dspace.mit.edu/bitstream/handle/1721.1/17384/31761089...
[Edited on 20-1-2010 by ScienceSquirrel]
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