Abstract
The molecule of the title compound, C10H13NO, also referred to as 2-amino-4,5-dimethylacetophenone, lies on a crystallographic mirror plane with four molecules in the orthorhombic unit cell and features an intramolecular N—H...O hydrogen bond. In the crystal, the molecules are linked by N—H...O hydrogen bonds, forming ribbons along theaaxis that pack to form sheets lying in the (010) plane.
Highlights
The molecule of the title compound, C10H13NO, referred to as 2-amino-4,5dimethylacetophenone, lies on a crystallographic mirror plane with four molecules in the orthorhombic unit cell and features an intramolecular N— HÁ Á ÁO hydrogen bond
The molecules are linked by N—HÁ Á ÁO hydrogen bonds, forming ribbons along the a axis that pack to form sheets lying in the (010) plane
The synthesis of 2-aminoacetophenone was accomplished in a one-pot reduction and hydration of 2-nitrophenacetylene with a variety of reagents generally used for the reduction of nitrobenzenes (Bosch & Jeffries, 2001)
Summary
The synthesis of 2-aminoacetophenone was accomplished in a one-pot reduction and hydration of 2-nitrophenacetylene with a variety of reagents generally used for the reduction of nitrobenzenes (Bosch & Jeffries, 2001). An intramolecular N1— H1NÁ Á ÁO1 hydrogen bond (Fig. 1 and Table 1) supports the planar structure. A search of the Cambridge Structural Database (CSD, Version 5.39, November 2017, Groom et al, 2016) using Conquest (Bruno et al, 2002) for neutral uncomplexed molecules, including the 2-aminoacetophenone framework, yielded 99 hits. Adjacent ribbons pack to form sheets lying in the (010) plane (Fig. 2).
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