woelen - 30-10-2013 at 10:55
I did a little experiment in which I made nitrosamines. I found that the diethylnitrosamine can very easily be isolated as a yellow liquid:
http://woelen.homescience.net/science/chem/exps/raw_material...
I did not keep the nitrosamine, I discarded it because of its potent carcinogenic properties. Are there any interesting uses of nitrosamines in the
home lab, e.g. for nice experiments, or for making other chemicals? I could not find much info on Google, nearly all hits are about its carcinogenic
properties.
Metacelsus - 30-10-2013 at 12:00
A classic example of mad science. Care to make some dioxins next?
Nicodem - 30-10-2013 at 12:28
It can be reduced to N,N-diethylhydrazine with zinc amalgam. This hydrazine can be N-alkylated to give interesting N,N,N-trialkylhydrazonium salts.
See DOI: 10.1007/s11176-005-0499-0 (attached)
Be careful!
Attachment: Synthesis of N,N-Diethylhydrazine and Its Reactions with Carboxylic Acids and Alkyl Halides.pdf (39kB)
This file has been downloaded 332 times
PHILOU Zrealone - 30-10-2013 at 13:02
Dimethylamine can be nitrosated into dimethylnitrosamine ((CH3)2N-N=O) wich after reduction leads to dimethylhydrazine...
Dimethylhydrazinium nitroformiate ((CH3)2N-NH2.HC(NO2)3) would be an interesting energetic salt.
Dimethylhydrazine on its own is used as rocket fuel; it should be able to form complex salts with Cu, Zn, Co, Ni and it may be used to make
dimethylhydrazones with active carbonyls...
UnintentionalChaos - 30-10-2013 at 18:18
One could reduce these nitrosamines to their respective hydrazines but alkylhydrazines are exceedingly toxic and carcinogenic as well.
N-methyl-N-nitrosamides are related compounds that are precursors to diazomethane and are also toxic and mutagenic. The explosive "R-salt" is a
nitrosamine.
kristofvagyok - 2-11-2013 at 13:13
I made a few nitrosamines in the past, the most remarkable was the phenyl-methyl-nitrosamine what was made from N-methyl-aniline and nitrous acid. A
slightly yellow oil what formed almost quantitative.
The most interesting part of this compound was that it had a really pleasant odor, reminded me to isovanilline. The bad part is, that it is described
everywhere as a toxic, carcinogen, blablabla, ect. compound and the reduction of it to N-methyl-N-phenyl hydrazine failed with the methods what we
tried out.
Boffis - 23-11-2013 at 13:35
I recently had reason to prepare dimethylnitrosamine as part of my experiments into the formation azides from hydrazine and as Woelen observed it is
soluble in water. I tried extracting it with ether but yield was rather poor though after removal of the ether (by leaving in a shallow basin to
evaporate the ether) I did recover a small amount of yellow oil but only about a fifth of what I expected.