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Names | |
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Preferred IUPAC name Pyridin-2-amine | |
Other names 2-Pyridinamine; 2-Pyridylamine; α-Aminopyridine; α-Pyridylamine [1] | |
Identifiers | |
3D model (JSmol) | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.007.263 |
EC Number |
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PubChem CID | |
RTECS number |
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UNII | |
UN number | 2671 |
CompTox Dashboard (EPA) | |
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Properties | |
C5H6N2 | |
Molar mass | 94.117 g·mol−1 |
Appearance | colourless solid |
Melting point | 59 to 60 °C (138 to 140 °F; 332 to 333 K) |
Boiling point | 210 °C (410 °F; 483 K) |
>100% [1] | |
Hazards | |
GHS labelling: | |
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Danger | |
H301, H311, H312, H315, H319, H335, H411 | |
P261, P264, P270, P271, P273, P280, P301+P310, P302+P352, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P361, P362, P363, P391, P403+P233, P405, P501 | |
Flash point | 68 °C; 154 °F; 341 K |
Lethal dose or concentration (LD, LC): | |
LD50 (median dose) | 200 mg/kg (rat, oral) 50 mg/kg (mouse, oral) [2] |
NIOSH (US health exposure limits): | |
PEL (Permissible) | TWA 0.5 ppm (2 mg/m3) [1] |
REL (Recommended) | TWA 0.5 ppm (2 mg/m3) [1] |
IDLH (Immediate danger) | 5 ppm [1] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
2-Aminopyridine is an organic compound with the formula H2NC5H4N. It is one of three isomeric aminopyridines. It is a colourless solid that is used in the production of the drugs piroxicam, sulfapyridine, tenoxicam, and tripelennamine. [3] It is produced by the reaction of sodium amide with pyridine, the Chichibabin reaction. [4]
Although 2-hydroxypyridine converts significantly to the pyridone tautomer, the related imine tautomer (HNC5H4NH) is less important for 2-aminopyridine.
2-Aminopyridine catalyzes the conversion of maleic anhydride to 2,3-dimethylmaleic anhydride. [6]
The acute toxicity is indicated by the LD50 = 200 mg/kg (rat, oral).