Chemistry:2-Aminopyridine

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2-Aminopyridine
2-aminopyridine.svg
Names
Preferred IUPAC name
Pyridin-2-amine
Other names
2-Pyridinamine; 2-Pyridylamine; α-Aminopyridine; α-Pyridylamine[1]
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
EC Number
  • 207-988-4
RTECS number
  • US1575000
UNII
UN number 2671
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 pictograms GHS06: ToxicGHS07: HarmfulGHS09: Environmental hazard
GHS Signal word Danger
H301, H311, H312, H315, H319, H335, H411
P261, P264, P270, P271, P273, P280, P301+310, P302+352, P304+340, P305+351+338, P312, P321, P322, P330, P332+313, P337+313, P361, P362, P363, P391, P403+233, P405, P501
Flash point 68 °C; 154 °F; 341 K
Lethal dose or concentration (LD, LC):
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).
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Infobox references
Tracking categories (test):

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. It is produced by the reaction of sodium amide with pyridine, the Chichibabin reaction.[3]

Structure

Although 2-hydroxypyridine converts significantly to the pyridone tautomer, the related imine tautomer (HNC5H4NH) is less important for 2-aminopyridine.

Toxicity

The acute toxicity is indicated by the LD50 = 200 mg/kg (rat, oral).

References

  1. 1.0 1.1 1.2 1.3 1.4 1.5 NIOSH Pocket Guide to Chemical Hazards. "#0026". National Institute for Occupational Safety and Health (NIOSH). https://www.cdc.gov/niosh/npg/npgd0026.html. 
  2. "2-Aminopyridine". Immediately Dangerous to Life and Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH). https://www.cdc.gov/niosh/idlh/504290.html. 
  3. Shimizu, Shinkichi; Watanabe, Nanao; Kataoka, Toshiaki; Shoji, Takayuki; Abe, Nobuyuki; Morishita, Sinji; Ichimura, Hisao (2007). "Ullmann's Encyclopedia of Industrial Chemistry". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a22_399. 

External links