(E)-3-(1,3-Benzodioxol-5-yl)-1-phenyl-2-propen-1-one

Abstract

In the title compound, C16H12O3, the dihedral angle between the benzene rings is 12.0 (1)°. In the crystal structure, the molecules are linked through π–π interactions and C–H...π (arene) hydrogen-bonding interactions.

(RS)-2-(3,4-Methylenedioxyphenyl)-5-phenyl-3,6-dihydro-2H-pyran

“…The cyclopropanation of chalcones has been widely reported and generates cyclopropyl ketones that have been used as synthetic intermediates and probes for reaction mechanisms (Murphy & Wattanasin, 1981;Tanko & Drumright, 1990). As part of an undergraduate laboratory project, such reactivity of (E)-3-(3,4-methylenedioxyphenyl)-1-phenylprop-2-eneone, (1) (Yang et al, 2006;Yathirajan et al, 2006), was examined using the sulfur ylide generated from trimethylsulfoxonium iodide (Corey & Chaykovsky, 1965). However, if the reaction time was extended, a compound other than the cyclopropane, (2), was formed, as has been reported previously (Donnelly et al, 1974).…”

(2E)-3-(1,3-Benzodioxol-5-yl)-1-(4-bromophenyl)prop-2-en-1-one

“…1), are presented here. Compound (I) is closely related to (E)-3-(1,3-benzodioxol-5-yl)-1-(4-phenyl)-2-propen-1-one, (II) (Yathirajan et al, 2006;Yang et al, 2006), with an H atom in (II) replaced by the Br atom in (I).…”

“…3). The packing in (II) is different and results in herring-bone sheets of molecules in space group Pbca, consolidated by possible C-HÁ Á Á interactions (Yang et al, 2006), which might also correlate with the different dihedral angles between the benzne rings in the two structures.…”