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halogen
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[*] posted on 23-11-2004 at 13:37
something strange


Hexafluoroacetone + H2O2 -->
Hexa-Fluoro-Acetone-triPeroxide
HFAP + NaI --> HIAP
HIAP being dense, and unstable.
Assuming ideal conditions, how and could HIAP be made?




F. de Lalande and M. Prud'homme showed that a mixture of boric oxide and sodium chloride is decomposed in a stream of dry air or oxygen at a red heat with the evolution of chlorine.
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HNO3
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[*] posted on 23-11-2004 at 19:31


Unless my chemistry book is incorrect, or I am interpreting it wrong, iodine would not replace fluorine, because fuorine has an electronegativity of 4.0, and iodine has an electronegativity of 2.6.
This leaves the reaction stranded at: TFAP + NaI -> no reaction.




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neutrino
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[*] posted on 23-11-2004 at 19:51


I'm no ochem expert, but it seems very unlikely that a (very strong) C-F bond would be attacked by iodine.
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Esplosivo
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[*] posted on 23-11-2004 at 22:59


For iodination of the alpha carbons of acetone (propanone) I would proceed by acidic iodination of the acetone, i.e. mixing acetone with KI in H2SO4, the latter mixture being in excess so to substitute all or most of the 6 alpha-hysrogens.



Theory guides, experiment decides.
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Marvin
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[*] posted on 24-11-2004 at 04:32


I think the problem with replacing F with I is kinetic, not thermodynamic. F is a really really bad leaving group.

I fail to see the point of making the same compound heavier. Sure its more dense, but is that *energy* density or is it dead weight? Why not just mix AP with lead powder for the same effect?
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vulture
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[*] posted on 24-11-2004 at 09:35


I doubt a perfluorated compound would even form a peroxide in the first place.

Ochem is anything but maths...




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