| MadSci Network: Chemistry |
Hello Robert,
The first two compounds you mention have the general structure:
R
| + _
[ R-N-R ] X
|
R
Compounds of this general structure (like tetrabutyl ammonium halides) are
used in organic chemistry as organic soluble halide sources or as phase
transfer catalysts for biphasic reactions where one reactant is in the
aqueous phase and another is in the organic phase. I suspect the
particular compounds you cite are optimized for attacking a microbe's cell
membrane which can be viewed as a very thin biphasic system, hence their
disinfectant properties.
Bleach (also a pretty good disinfectant) is a strong oxidizer that can
attack alcohols, amines, multiple bonds, as well as sulfides, phosphines,
some metals, and many other electron rich species. However, it does not
oxidize chloride ion and tetraalkylammonium species are fairly inert to
oxidation as well.
Bleach can also initiate radical processes. In a system like what you are
talking about it would be impossible to predict the chemical outcome of
such a process because most of the C-H bonds in each molecule would be
roughly equally susceptible to attack and the radical intermediate formed
could decompose by a number of possible pathways. If such a radical
process occured it would likely lead to uncharacterizable mixtures and/or
polymers. And, as temperature was increased any such process would be
accelerated.
Finally, a third process must be considered. Bleach is formed by the
reaction of sodium hydroxide with chlorine gas. This is a reversible
reaction but under basic or neutral conditions the equilibrium lies toward
NaOCl. However, under acidic conditions the equilibrium shifts back toward
the chlorine gas/NaOH direction releasing deadly chlorine gas from the
reaction.
2NaOH + Cl-Cl <===> NaCl + HOCl + H2O
Based on this equilibrium it can be predicted that increasing the chloride
ion concentration would drive the reaction toward chlorine gas as well.
Furthermore, at elevated temperature the chlorine gas would have less
solubility in the water and would have greater tendency to leave solution
which would also drive the equilibrium toward chlorine gas. I think this
is the most likely outcome of the reaction you propose in your question.
Please be advised that chlorine gas is noxious and deadly!! Also, it is
not a good idea to mix any household cleaners, particularly ones
containing bleach.
I hope this information was helpful. Thanks for the question.
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