4-nitropyridine- N -oxide

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Structural formula
Structure of 4-nitropyridine N-oxide
General
Surname 4-nitropyridine- N -oxide
other names

4-nitropyridine-1-oxide

Molecular formula C 5 H 4 N 2 O 3
Brief description

yellow, flammable solid

External identifiers / databases
CAS number 1124-33-0
EC number 214-395-4
ECHA InfoCard 100,013,088
PubChem 14300
Wikidata Q230018
properties
Molar mass 140.11 g · mol -1
Physical state

firmly

Melting point

160.5 ° C (decomposition)

solubility

practically insoluble in water

safety instructions
GHS labeling of hazardous substances
06 - Toxic or very toxic

danger

H and P phrases H: 301-315-319-335
P: 261-301 + 310-305 + 351 + 338
Toxicological data
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

4-Nitropyridine- N -oxide is a chemical compound from the group of aromatic nitro compounds and a derivative of pyridine . The substance is used as a catalyst .

Manufacturing

4-Nitropyridine- N -oxide can be prepared in good yield by nitration of pyridine- N -oxide . For this purpose, pyridine- N -oxide is reacted with a mixture of sulfuric acid and nitric acid at an elevated temperature.

toxicology

4-Nitropyridine- N -oxide is mainly highly toxic to birds (LD 50 orally 8 mg / kg for wild birds, 23 mg / kg for chickens and 20 mg / kg for pigeons), while for mammals such as mice (orally 50 mg / kg ), Rats (107 mg / kg orally), dogs (orally 3916 mg / kg) and pigs (orally 7208 mg / kg) very much higher values ​​were determined. Symptoms that occurred included skin and eye irritation, tremors and twitching, as well as restrictions in height and lung function.

In mice, subcutaneous injection of 1.5 mg / week for 16 weeks after 450 days resulted in sarcomas in three out of ten animals. In in vitro Studies showed 4-nitropyridine N -oxide, a genotoxic effect on fibroblasts of mice.

See also

Web links

  • Anthony F. Lagalante, Ryan J. Jacobson, Thomas J. Bruno: UV / Vis Spectroscopic Evaluation of 4-Nitropyridine-N-Oxide as a Solvatochromic Indicator for the Hydrogen-Bond Donor Ability of Solvents. In: The Journal of Organic Chemistry. 61, 1996, p. 6404, doi : 10.1021 / jo9603688 .

Individual evidence

  1. ↑ a b c d e Entry on 4-nitropyridine-N-oxide in the GESTIS substance database of the IFA , accessed on February 19, 2017(JavaScript required) .
  2. ↑ a b c d e Entry on Pyridine, 4-nitro-, 1-oxide in the ChemIDplus database of the United States National Library of Medicine (NLM), accessed on December 8, 2019.
  3. ↑ a b c d e Journal of Wildlife Management. Vol. 29, p. 830, 1965.
  4. ^ A b Toxicology of Drugs and Chemicals, Deichmann, WB, New York, Academic Press, Inc., 1969 Vol. -, Pg. 430, 1969.
  5. ^ A b S. Gangolli: The Dictionary of Substances and Their Effects . 1999. Royal Society of Chemistry. ISBN 0-85404-828-6
  6. ↑ G. Panke, T. Schwalbe, W. Stirner, S. Taghavi-Moghadam, G. Wille, A Practical Approach of Continuous Processing to High Energetic Nitration Reactions in Microreactors in Synthesis 2003 , 18 , 2827-2830. doi : 10.1055 / s-2003-42491