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Updated: Apr 29, 2026

Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
Methyl 3,5-bis(cyclo-hexyl-meth-oxy)benzoate
Peter W R Corfield1, Michele L Paccagnini1, Amy M Balija1
1Department of Chemistry, Fordham University, 441 East Fordham Road, Bronx, NY 10458, USA.
Abstract:
In the title compound, C22H32O4, the atoms of the methyl ester group and the alk-oxy O atoms are all coplanar with the central aromatic ring, with an r.m.s. deviation of 0.008 Å. Bonds to the methyl-ene and cyclo-hexyl groups are also very close to this plane, so that the mol-ecule is essentially flat, apart from the cyclo-hexyl groups. The mean planes through the cyclo-hexyl groups are tilted by 30.08 (9) and 36.14 (7)° with respect to the central aromatic ring. In the crystal, pairs of mol-ecules linked by C-H⋯O hydrogen bonds form planar units which are stacked along the a axis, with an average inter-planar distance of 3.549 (2) Å. Stacking appears to be stabilized by further weak C-H⋯O hydrogen bonds.
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