Parapropamol

Chemical compound From Wikipedia, the free encyclopedia

Parapropamol is a non-narcotic analgesic and impurity found in samples of the related and widely used analgesic paracetamol (acetaminophen).[1][2][3]

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Parapropamol
Names
IUPAC name
N-(4-Hydroxyphenyl)propanamide
Other names
  • Acetaminophen impurity B
  • para-hydroxypropionanilide
Identifiers
ChemSpider
ECHA InfoCard 100.015.359 Edit this at Wikidata
UNII
Properties
C9H11NO2
Molar mass 165.192 g·mol−1
Appearance Pale purple solid
Melting point 170–172 °C (338–342 °F; 443–445 K)
Boiling point 389.9 °C (733.8 °F; 663.0 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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Appearance

Parapropamol is a pale purple solid at room temperature.[2]

Structure

Parapropamol is a structural analogue of paracetamol, containing an extra carbon in its chain. In the solid state, the compound assembles into multiple entangled 3-dimensional, hydrogen-bonded networks, like intertwined nets, called a 3D-interpenetrated supramolecular network. These networks have been reported for inorganic compounds such as SrAl2 and CeCu2,[4][5] but parapropamol may be the first reported instance of an organic compound to exhibit this structure.[1][6]

References

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