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All 6 posts Subject: Nitroalkane salts Please login to post Down

PolytheneSam
(Master Searcher)
03-31-03 00:22
No 422611
User Picture       Nitroalkane salts

-->Novelty: Can nitroalkanes be purified via their salts?

This seems to say that its possible to make nitroalkane salts. Making nitroalkane salts might provide a way to purify nitroalkanes. Note that nitromethane salts are sparingly soluble in alcohol (EtOH?) and MeOH.

CA4:925

Molecular Refraction of Isomerizable and of Unsaturated Acids and of Their Salts.
A. HANTZSCH AND K. MEISENBURG. Ber., 43, 95-105.--The mol. refraction of nitromethane salts could not be determined, on account of their sparing solubility in alc. and in MeOH and because of their instability. Unless otherwise stated, the determination mentioned below were made in alc. The figures refer to the mol. refraction of the various compounds for the (D) lines. Nitroethane, 16-83; K salt, 17.85. Nitropentane, 30.57; K salt, 32.15. These results confirm Brühl's conclusion that in the case of aliphatic compounds the solvent has practically no effct on the mol. refraction and they show also that the salts possess a constitution different from that of the parent substance. p-Bromophenol, 36.67; Na salt, 37.45. p-Chlorophenol,33.42; Na salt, 34.28. It is uncertain whether the differences between these phenols and their.........

The rest of the abstract discusses phenols and isn't related to nitroalkanes.

http://www.geocities.com/dritte123/PSPF.html
The hardest thing to explain is the obvious

starlight
(Hive Bee)
03-31-03 09:32
No 422686
      instability

metal salts of nitroalkanes are sensitive to both impact and heat and are liable to explosive decomposition. I would not be keen on isolating solid salts.

PolytheneSam
(Master Searcher)
03-31-03 11:32
No 422709
User Picture       What if they were kept wet and then decomposed

What if they were kept wet and then decomposed after being isolated?

http://www.geocities.com/dritte123/PSPF.html
The hardest thing to explain is the obvious

lugh
(Moderator)
03-31-03 12:13
No 422716
      Nitronic Acid Salts

Hantzsch and Shultze published their research in purifying nitronic acida and nitroalkanes via the alkali metal salts in Ber 29 699 (1896) smile Many nitronate salts are shock senstitive explosives, and are particularly hazardous when anhydrous, so thorough research into the techniques employed is advisable laugh

Chemistry is our Covalent Bond

Antoncho
(Official Hive Translator)
03-31-03 12:18
No 422717
      it always intrigued SWIM, but....

... but nitroalkane salts, apart from being explosive, also tend to partially decompose into aldehydes(ketones) and NO2 upon acidification.

If one is to add acid into the salt's solution slowly, then up to 85% yield can bee achieved (IIRC - can't remember, read somewhere on The Hive); if you add salt into xcess acid, the carbonyl cpd is the main product and this is generally known as Nef reaction smile

Antoncho

P.S. Please, forgive me for being off-topic, but , MAYBEE, someone can think of any other method that can bee used to free nitroethane from - specifically - ethyl nitrite impurity? Beelive me, bees, this is of a very practical and very immediate imporatnce to SWIM! crazy

lugh
(Moderator)
03-31-03 12:25
No 422721
      Scavengers

Phlorglucinol and resorcinol are used as nitrite scavengers during nitroalkane synthesis, phlorglucinol is the more effective nitrite scavenger smile

Chemistry is our Covalent Bond

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	All 6 posts		Subject: Nitroalkane salts		Please login to post		Down


		PolytheneSam (Master Searcher) 03-31-03 00:22 No 422611				Nitroalkane salts
						-->Novelty: Can nitroalkanes be purified via their salts? This seems to say that its possible to make nitroalkane salts. Making nitroalkane salts might provide a way to purify nitroalkanes. Note that nitromethane salts are sparingly soluble in alcohol (EtOH?) and MeOH. CA4:925 Molecular Refraction of Isomerizable and of Unsaturated Acids and of Their Salts. A. HANTZSCH AND K. MEISENBURG. Ber., 43, 95-105.--The mol. refraction of nitromethane salts could not be determined, on account of their sparing solubility in alc. and in MeOH and because of their instability. Unless otherwise stated, the determination mentioned below were made in alc. The figures refer to the mol. refraction of the various compounds for the (D) lines. Nitroethane, 16-83; K salt, 17.85. Nitropentane, 30.57; K salt, 32.15. These results confirm Brühl's conclusion that in the case of aliphatic compounds the solvent has practically no effct on the mol. refraction and they show also that the salts possess a constitution different from that of the parent substance. p-Bromophenol, 36.67; Na salt, 37.45. p-Chlorophenol,33.42; Na salt, 34.28. It is uncertain whether the differences between these phenols and their......... The rest of the abstract discusses phenols and isn't related to nitroalkanes. http://www.geocities.com/dritte123/PSPF.html The hardest thing to explain is the obvious



		starlight (Hive Bee) 03-31-03 09:32 No 422686				instability
						metal salts of nitroalkanes are sensitive to both impact and heat and are liable to explosive decomposition. I would not be keen on isolating solid salts.



		PolytheneSam (Master Searcher) 03-31-03 11:32 No 422709				What if they were kept wet and then decomposed
						What if they were kept wet and then decomposed after being isolated? http://www.geocities.com/dritte123/PSPF.html The hardest thing to explain is the obvious



		lugh (Moderator) 03-31-03 12:13 No 422716				Nitronic Acid Salts
						Hantzsch and Shultze published their research in purifying nitronic acida and nitroalkanes via the alkali metal salts in Ber 29 699 (1896) Many nitronate salts are shock senstitive explosives, and are particularly hazardous when anhydrous, so thorough research into the techniques employed is advisable Chemistry is our Covalent Bond



		Antoncho (Official Hive Translator) 03-31-03 12:18 No 422717				it always intrigued SWIM, but....
						... but nitroalkane salts, apart from being explosive, also tend to partially decompose into aldehydes(ketones) and NO2 upon acidification. If one is to add acid into the salt's solution slowly, then up to 85% yield can bee achieved (IIRC - can't remember, read somewhere on The Hive); if you add salt into xcess acid, the carbonyl cpd is the main product and this is generally known as Nef reaction Antoncho P.S. Please, forgive me for being off-topic, but , MAYBEE, someone can think of any other method that can bee used to free nitroethane from - specifically - ethyl nitrite impurity? Beelive me, bees, this is of a very practical and very immediate imporatnce to SWIM!



		lugh (Moderator) 03-31-03 12:25 No 422721				Scavengers
						Phlorglucinol and resorcinol are used as nitrite scavengers during nitroalkane synthesis, phlorglucinol is the more effective nitrite scavenger Chemistry is our Covalent Bond

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