| |
| Names | |
|---|---|
| IUPAC name
N-(4-Hydroxyphenyl)propanamide
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Other names
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| Identifiers | |
| ChemSpider | |
| ECHA InfoCard | 100.015.359 |
PubChem CID
|
|
| UNII | |
CompTox Dashboard (EPA)
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|
| 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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![[icon]](/wiki/File:Wiki_letter_w_cropped.svg){kind=small} | This section needs expansion with: This article would benefit from:
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Parapropamol is a non-narcotic analgesic and impurity found in samples of the related and widely used analgesic paracetamol (acetaminophen).[1][2][3]
Appearance
[edit]Parapropamol is a pale purple solid at room temperature.[2]
Structure
[edit]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
[edit]- ^ a b Li, Lin; Fei, Zhuan; Meng, Xiang-gao; Cao, Li-ping; Cai, Qun; Sun, Ren-qiang; Wu, An-xin (2013). "Organic hydrogen-bonded assembly of asymmetric phenol amide molecules". Structural Chemistry. 24 (5): 1419–1428. doi:10.1007/s11224-012-0168-y. ISSN 1040-0400.
- ^ a b GHS, UN (2019). "N-(4-Hydroxyphenyl)propanamide Safety Data Sheets". Echemi. Retrieved 2026-01-11.
- ^ "Acetaminophen Related Compound B (30 mg) (N-(4-hydroxyphenyl)propanamide)". store.usp.org. Retrieved 2026-01-11.
- ^ O’Keeffe, Michael; Peskov, Maxim A.; Ramsden, Stuart J.; Yaghi, Omar M. (2008-12-16). "The Reticular Chemistry Structure Resource (RCSR) Database of, and Symbols for, Crystal Nets". Accounts of Chemical Research. 41 (12): 1782–1789. doi:10.1021/ar800124u. ISSN 0001-4842.
- ^ Nuspl, Gerhard; Polborn, Kurt; Evers, Jürgen; Landrum, Gregory A.; Hoffmann, Roald (1996-11-20). "The Four-Connected Net in the CeCu(2) Structure and Its Ternary Derivatives. Its Electronic and Structural Properties". Inorganic Chemistry. 35 (24): 6922–6932. doi:10.1021/ic9602557. ISSN 1520-510X. PMID 11666868.
- ^ Batten, Stuart R. (2010). Metal-Organic Frameworks: Design and Application. Hoboken, New Jersey: John Wiley & Sons, Inc. pp. 100–103. ISBN 978-0-470-19556-7.