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3-Aminopyridine

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3-Aminopyridine
Names
IUPAC name
Pyridin-3-amine
Other names
3-Pyridinamine; 3-Pyridylamine
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.006.658 Edit this at Wikidata
  • C1=CC(=CN=C1)N
Properties
C5H6N2
Molar mass 94.117 g·mol−1
Appearance Dull brown crystals
Melting point 65 °C (149 °F; 338 K)
Boiling point 248 °C (478 °F; 521 K)
Soluble[vague]
Solubility in alcohol and benzene Soluble[vague]
Hazards
Flash point 124 °C (255 °F; 397 K)
628 °C (1,162 °F; 901 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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3-Aminopyridine is an aminopyridine. It can be used in the synthesis of organic ligand 3-pyridylnicotinamide

Preparation

3-Aminopyridine can be prepared by heating nicotinamide with sodium hypobromite which is in turn prepared in situ by the reaction of sodium hydroxide and bromine at 70 °C.[1]

Toxicology

3-Aminopyridine can easily be absorbed through the skin. It is fatal if swallowed or absorbed through the skin. High concentrations can be extremely destructive to the tissues of mucous membranes and upper respiratory tract eyes and skin. Symptoms may also include convulsions and death. It also causes damage to the nervous system. Thermal decomposition leads to evolution of toxic gases such as carbon monoxide and oxides of nitrogen.

References

  1. ^ C. F. H. Allen and Calvin N. Wolf (1950). "3-Aminopyridine". Organic Syntheses. 30: 3; Collected Volumes, vol. 4, p. 45.