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Crystal structure of 3-[4-(1-methyl­eth­yl)phen­yl]-1-(naphthalen-2-yl)prop-2-en-1-one

The title compound, C(22)H(20)O, was synthesized by reacting 4-iso­propyl­benzaldehyde with 2-acetonaphtone by aldolic condensation under Claisen–Schmidt conditions. The mol­ecule consists of a naphthalene group and a benzene ring with a pendant isopropyl moiety, both rings bound by a propenone link...

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Detalles Bibliográficos
Autores principales: Assia, Sid, Amel, Messai, Nouara, Ziani, Mahieddine, Mokhtari, Kaddour, Lamara
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4186083/
https://www.ncbi.nlm.nih.gov/pubmed/25309196
http://dx.doi.org/10.1107/S1600536814017528
Descripción
Sumario:The title compound, C(22)H(20)O, was synthesized by reacting 4-iso­propyl­benzaldehyde with 2-acetonaphtone by aldolic condensation under Claisen–Schmidt conditions. The mol­ecule consists of a naphthalene group and a benzene ring with a pendant isopropyl moiety, both rings bound by a propenone linker. The naphthalene ring system is almost planar [maximum deviation from the least-squares plane = 0.026 (10) Å] and subtends a dihedral angle of 52.31 (4)° with the benzene ring. The propenone linker, in turn, deviates slightly more from planarity [maximum deviation = 0.125 (18) Å] and has its least-squares plane oriented midway the former two, at 25.62 (6) and 28.02 (5)° from the naphthalene ring system and the benzene ring, respectively. Finally, the isopropyl group presents its CC(2) plane almost perpendicular to the benzene ring, at 85.30 (4)°. No significant hydrogen bonding or π–π stacking inter­actions are found in the crystal structure.