2-Aminopyridine

2-Aminopyridine
Names
IUPAC name
Pyridin-2-amine
Other names
2-Pyridinamine; 2-Pyridylamine; α-Aminopyridine; α-Pyridylamine[1]
Identifiers
504-29-0 YesY
ChEMBL ChEMBL21619 YesY
ChemSpider 10008 YesY
Jmol interactive 3D Image
Image
PubChem 10439
Properties
C5H6N2
Molar mass 94.12 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
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]
US health exposure limits (NIOSH):
TWA 0.5 ppm (2 mg/m3)[1]
TWA 0.5 ppm (2 mg/m3)[1]
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

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 exists in significant amounts as the pyridone tautomer, the related imine tautomer (HNC5H4NH) is less important for 2-aminopyridine.

References

  1. 1 2 3 4 5 "NIOSH Pocket Guide to Chemical Hazards #0026". National Institute for Occupational Safety and Health (NIOSH).
  2. "2-Aminopyridine". Immediately Dangerous to Life and Health. National Institute for Occupational Safety and Health (NIOSH).
  3. Shinkichi Shimizu, Nanao Watanabe, Toshiaki Kataoka, Takayuki Shoji, Nobuyuki Abe, Sinji Morishita, Hisao Ichimura "Pyridine and Pyridine Derivatives" in Ullmann's Encyclopedia of Industrial Chemistry 2000, Wiley-VCH, Weinheim. doi:10.1002/14356007.a22_399

External links

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