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Updated: May 15, 2026

Preparation of Enantiopure Non-Activated Aziridines and Synthesis of Biemamide B, D, and epiallo-Isomuscarine
Published on: June 13, 2022
2-(Prop-2-enyloxy)benzamide
Bernhard Bugenhagen1, Yosef Al Jasem, Farah Barkhad
1Institute of Inorganic Chemistry, University of Hamburg, Hamburg, Germany.
Abstract:
In the title mol-ecule, C(10)H(11)NO(2), the benzene ring forms dihedral angles of 33.15 (2) and 6.20 (2)° with the mean planes of the amide and propen-oxy groups, respectively. The amide -NH(2) group is oriented toward the propen-oxy substituent and forms a weak intra-molecular N-H⋯O hydrogen bond to the propen-oxy O atom. The conformation of the propen-oxy group at the Csp(2)-Csp(3) and Csp(3)-O bonds is synperiplanar and anti-periplanar, respectively. In the crystal, N-H⋯O hydrogen bonds involving the amide groups generate C(4) and R(2) (3)(7) motifs that organize the mol-ecules into tapes along the a-axis direction. There are C-H⋯π inter-actions between the propen-oxy -CH(2) group and the aromatic system of neighboring mol-ecules within the tape. The mean planes of the aromatic ring and the propen-oxy group belonging to mol-ecules located on opposite sites of the tape form an angle of 83.16 (2)°.
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