2-Pyridone

2-Pyridone
2-Pyridone
2-Pyridone
2-Pyridone molecule (lactam form)
2-Pyridone molecule (lactim form)
Names
Preferred IUPAC name
Pyridin-2(1H)-one
Other names
2(1H)-Pyridinone
2(1H)-Pyridone
1H-Pyridine-2-one
2-Pyridone
1,2-Dihydro-2-oxopyridine
1H-2-Pyridone
2-Oxopyridone
2-Pyridinol
2-Hydroxypyridine
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.005.019 Edit this at Wikidata
EC Number
  • 205-520-3
KEGG
RTECS number
  • UV1144050
UNII
  • InChI=1S/C5H5NO/c7-5-3-1-2-4-6-5/h1-4H,(H,6,7) checkY
    Key: UBQKCCHYAOITMY-UHFFFAOYSA-N checkY
  • InChI=1/C5H5NO/c7-5-2-1-3-6-4-5/h1-4,7H
    Key: GRFNBEZIAWKNCO-UHFFFAOYAT
  • InChI=1/C5H5NO/c7-5-3-1-2-4-6-5/h1-4H,(H,6,7)
    Key: UBQKCCHYAOITMY-UHFFFAOYAK
  • lactim: Oc1ccccn1
  • lactam: C1=CC=CNC(=O)1
Properties
C5H5NO
Molar mass 95.101 g·mol−1
Appearance Colourless crystalline solid
Density 1.39 g/cm3
Melting point 107.8 °C (226.0 °F; 380.9 K)
Boiling point 280 °C (536 °F; 553 K) decomp.
Solubility in other solvents Soluble in water,
methanol, acetone
Acidity (pKa) 11.65
UV-vis (λmax) 293 nm (ε 5900, H2O soln)
Structure
Orthorhombic
planar
4.26 D
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
 irritating
GHS labelling:
GHS06: ToxicGHS07: Exclamation mark
Danger
H301, H315, H319, H335
P261, P264, P270, P271, P280, P301+P310, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability (yellow): no hazard codeSpecial hazards (white): no code
2
1
Flash point 210 °C (410 °F; 483 K)
Related compounds
Other anions
 2-Pyridinolate
Other cations
 2-Hydroxypyridinium-ion
alcohol, lactam, lactim,
pyridine, ketone
Related compounds
 pyridine, thymine, cytosine,
uracil, benzene
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

2-Pyridone is an organic compound with the formula C
5H
4NH(O). It is a colourless solid. It is well known to form hydrogen bonded dimers and it is also a classic case of a compound that exists as tautomers.