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Author: Subject: Properties of dimethylamine-borane complex?
woelen
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[*] posted on 7-5-2007 at 06:14
Properties of dimethylamine-borane complex?


I received a very old (but never opened and still sealed) bottle of dimethylamine-borane complex, (CH3)2HN:BH3. This is a 100g bottle.

This material contains a borane group, which is bound to the nitrogen, using the lone-pair of electrons of the nitrogen to share with the empty space on the boron atom.

I expected this compound to be an extremely reactive chemical, with such a borane-group in it.

When I opened up the bottle, I was greeted with an intense smell, resembling old piss and/or bad fish (dimethylamine), so the dimethylamine part still is there :D. But I have some doubts about the borane part.

If I add the solid to some water, then nothing happens. The solid simply dissolves and I obtain a clear solution, with the smell of dimethylamine. When I add acid to this solution, then still hardly anything happens. I expected a violent reaction with formation of lots of hydrogen or even diborane, but I obtain only faint bubbling of hydrogen. After some time, and also with some shaking, more hydrogen is formed, and the hydrogen-air mixture in the tube can be ignited, giving a loud whistling noise.

I dissolved some of the material in 1 M HNO3, and that results in slow formation of hydrogen. This solution reduces dichromate, but only slowly. It takes a minute or so to go from the orange to a green/blue solution. When I add a silver nitrate solution to the solution, then silver metal is formed quickly. Copper metal and nickel are not reduced.

A basic solution of dimethylamine borane has a strong smell of piss, but it does not reduce chromate.

When I add a solution of this dimethylamine-borane to a solution of copper sulfate, then a light blue precipitate (Cu(OH)2 I think) is formed, but no reduction of copper (II), not even to copper (I) :(. Only when solid sodium hydroxide is added, the blue precipitate is reduced to metallic spongy copper.

So, I wonder, is this material still good, or did it loose most of its reducing properties? Also, if it is good, then how vigorous a reductor should it be? I expected a very vigorous reductor, but it is slow and surprisingly weak.

[Edited on 7-5-07 by woelen]




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Eclectic
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[*] posted on 7-5-2007 at 06:48


It's supposed to be good for electroless copper plating, such as through holes in printed circuit boards. Try it with an ammonium hydroxide solution of copper hydroxide or carbonate?
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stoichiometric_steve
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[*] posted on 7-5-2007 at 10:47


the amine boranes are quite stable...not as vigorous in reaction as the BH3*THF adducts for instance.
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[*] posted on 7-5-2007 at 11:59


Stability of BH3<-L:
PF3 < CO < Et2O < Me2O < Me2S < C5H5N < NMe3 < H-
(cf. HSAB-theory)

There's review articles about this.
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