Abstract
The title compound, C12H8N2O5, was obtained by the reaction of 1-chloro-2,4-dinitrobenzene and phenol in the presence of potassium carbonate. The nitro-substituted benzene ring lies on a mirror plane, with one NO2 group in the same plane and the other disordered across this plane. The phenoxybenzene unit is placed perpendicular to this mirror, resulting in an exact orthogonal relationship between the phenyl and benzene rings in the molecule. The crystal packing exhibits no significantly short intermolecular contacts.
Highlights
The title compound, C12H8N2O5, was obtained by the reaction of 1-chloro-2,4-dinitrobenzene and phenol in the presence of potassium carbonate
The phenoxybenzene unit is placed perpendicular to this mirror, resulting in an exact orthogonal relationship between the phenyl and benzene rings in the molecule
Comment One of the most common procedures for the synthesis of ethers was originally introduced by Williamson, and involves the reaction of alkoxides with alkyl halides (Williamson, 1852). This method has been known for nearly 170 years, and remains a very useful transformation in organic synthesis (Paul & Gupta, 2004)
Summary
The title compound, C12H8N2O5, was obtained by the reaction of 1-chloro-2,4-dinitrobenzene and phenol in the presence of potassium carbonate. Related literature For the synthesis of the title ether, see: Williamson (1852); Paul & Gupta (2004). See: Gopal et al (1980). Absorption correction: multi-scan (SADABS; Sheldrick, 1996) Tmin = 0.945, Tmax = 0.950
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