Crystal Structure and Antibacterial Activity of (E)-(5-ethyl-2-styryl-1,3-dioxan-5-yl) Methanol Synthesized with Nanosolid Superacid

J Nanosci Nanotechnol. 2015 Dec;15(12):9887-91. doi: 10.1166/jnn.2015.10506.

Abstract

A new chiral 1,3-dioxane compound was synthesized by aldol condensation reaction in this paper. The reaction of cinnamic aldehyde with 2.1 equiv. of 2,2-bis(hydroxymethyl) butanol in N,N-dimethylformamide and cyclohexane, nanosolid superacid SO4(2-)/Fe2O3 was applied as catalyst, afforded the new chiral 1,3-dioxane compound (E)-(5-ethyl-2-styryl-1,3-dioxan-5-yl) methanol. The compound was fully characterized with infrared spectra, elemental analysis, melting points, 1H NMR and X-ray diffraction. Single crystal X-ray diffraction analysis revealed that the compound crystallized in the monoclinic system, space group P2(1) with a = 5.717(2) Å, b = 11.684(4) Å, c = 10.569(4) Å, α = 90.00 degrees, β = 99.646(4) degrees, γ = 90.00 degrees, V = 696.0(4) Å3, Z = 2, Dc = 1.185 g/cm(-3), R = 0.0182, μ = 0.081 mm(-1), F(000) = 268. In addition, the antibacterial activities of the compound against Bacillus subtilis, Escherichia coli and Staphylococcus aureus have been investigated.

Publication types

  • Research Support, Non-U.S. Gov't