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. 2025 Aug 5;10(Pt 8):x250695.
doi: 10.1107/S2414314625006959. eCollection 2025 Aug.

N-(3-Chloro-4-hy-droxy-phen-yl)acetamide

Rao M Uppu  1 , Frank R Fronczek  2
Affiliations

N-(3-Chloro-4-hy-droxy-phen-yl)acetamide

Rao M Uppu et al. IUCrdata. .

Abstract

In the title compound, C8H8ClNO2, the acetamide substituent is twisted out of the phenyl plane, forming a dihedral angle of 58.61 (7)°. In the extended structure, each mol-ecule donates two hydrogen bonds [N-H⋯O(carbon-yl) and O-H⋯O(carbon-yl)] and thus also accepts two such hydrogen bonds. The chlorine atom is not involved in the hydrogen bonding.

Keywords: acetamino­phen; acetamino­phen impurity C; cellular oxidants; crystal structure; non-enzymatic biotransformation.

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Figures

Figure 1
Figure 1
The asymmetric unit of the title compound with 50% displacement ellipsoids.
Figure 2
Figure 2
The hydrogen bonding. Only N—H and O—H hydrogen atoms are shown.
Figure 3
Figure 3
The unit cell. Only N—H and O—H hydrogen atoms are shown.
See this image and copyright information in PMC

References

    1. Abdelmonem, A. A., Aboulmagd, L. M. & El-Bayoumi, A. (2004). J. Pharm. Biomed. Anal.36, 979–987.
    1. Bedner, M. & MacCrehan, W. A. (2006). Environ. Sci. Technol.40, 516–522. - PubMed
    1. Bevan, J. C. (1989). US Patent 4 855 499.
    1. Bruker (2016). APEX5 and SAINT Bruker AXS Inc., Madison, Wisconsin, USA
    1. Cao, F., Zhang, M., Yuan, S., Feng, J., Wang, Q., Wang, W. & Hu, Z. (2016). Environ. Sci. Pollut. Res.23, 12303–12311. - PubMed

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