(<i>E</i>)-1-(4-Fluorophenyl)-3-(4-methylphenyl)prop-2-en-1-one

Fun, Hoong‐Kun; Jebas, Samuel Robinson; Patil, P. S.; D'Silva, E. Deepak; Dharmaprakash, S. M.

doi:10.1107/s1600536808011483

Cited by 3 publications

(1 citation statement)

References 8 publications

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“…prop-2-en-1-one (Fun et al, 2008), 1-(4-fluorophenyl)-3-(4-methoxyphenyl)prop-2-en-1-one (Harrison et al, 2006) and 3-(biphenyl-4-yl)-1-(4-fluorophenyl)prop-2-en-1-one (Sarojini et al, 2007). In these seven compounds, the dihedral angles between the central benzene and the fluorophenyl rings range from 7.14 to 56.26 .…”

Section: Database Surveymentioning

confidence: 99%

Crystal structure and Hirshfeld surface analysis of (2E,2′E)-3,3′-(1,4-phenylene)bis[1-(2,4-difluorophenyl)prop-2-en-1-one]

et al. 2017

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Section: Database Surveymentioning

confidence: 99%

Crystal structure and Hirshfeld surface analysis of (2E,2′E)-3,3′-(1,4-phenylene)bis[1-(2,4-difluorophenyl)prop-2-en-1-one]

et al. 2017

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Exploring the anticancer potential of novel chalcone derivatives: Synthesis, characterization, computational analysis, and biological evaluation against breast cancer

Gummagol,

Yaraguppi,

Patil

et al. 2025

Journal of Molecular Structure

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A second polymorph of (2E)-1-(4-fluorophenyl)-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-one

et al. 2009

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The crystal structure of the title compound, C18H17FO4, reported here is a polymorph of the structure first reported by Patil et al. [Mol. Cryst. Liq. Cryst. Sci. Technol. Sect. A (2007), 461, 123–130]. It is a chalcone analog and consists of substituted phenyl rings bonded at the opposite ends of a propenone group, the biologically active region. The dihedral angle between the mean planes of the aromatic rings within the 4-fluorophenyl and trimethoxyphenyl groups is 28.7 (1)° compared to 20.8 (6)° in the published structure. The angles between the mean plane of the prop-2-ene-1-one group and the mean plane of aromatic rings within the 4-fluorophenyl and trimethoxyphenyl groups are 30.3 (4) and 7.4 (7)°, respectively, in contast to 10.7 (3) and 12.36° for the polymorph. While the two 3-methoxy groups are in the plane of the trimethoxy-substituted ring, the 4-methoxy group is in a synclinical [−sc = −78.1 (2)°] or anticlinical [+ac = 104.0 (4)°] position, compared to a +sc [53.0 (4)°] or −ac [−132.4 (7)°] position. While no classical hydrogen bonds are present, weak intermolecular C—H⋯π-ring interactions are observed which contribute to the stability of the crystal packing. The two polymorphs crystallize in the same space group, P21/c, but have different cell parameters for the a, b and c axes and the β angle. A comparison of the molecular geometries of both polymorphs to a geometry optimized density functional theory (DFT) calculation at the B3-LYP/6–311+G(d,p) level for each structure provides additional support to these observations.

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(E)-1-(4-Fluorophenyl)-3-(4-methylphenyl)prop-2-en-1-one

Cited by 3 publications

References 8 publications

Crystal structure and Hirshfeld surface analysis of (2E,2′E)-3,3′-(1,4-phenylene)bis[1-(2,4-difluorophenyl)prop-2-en-1-one]

Crystal structure and Hirshfeld surface analysis of (2E,2′E)-3,3′-(1,4-phenylene)bis[1-(2,4-difluorophenyl)prop-2-en-1-one]

Exploring the anticancer potential of novel chalcone derivatives: Synthesis, characterization, computational analysis, and biological evaluation against breast cancer

A second polymorph of (2E)-1-(4-fluorophenyl)-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-one

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