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Syntheses, Crystallization, and Spectroscopic Characterization of 3,5-Lutidine N-Oxide Dehydrate
Published on: April 24, 2018
Crystal Structure and Antioxidant Activity of 5,6-O-(4-chlorophenyl)-L-Ascorbic Acid Synthesized with Nanosolid
Zhong Yan Li1, Lin Yuan1, Min Zhang1
1Key Laboratory of Comprehensive Utilization of Advantage Plants Resources in Hunan South, Hunan University of Science and Engineering, Yongzhou, Hunan 425199, China.
Abstract:
The title compound 5,6-O-(4-chlorophenyl)-L-ascorbic acid (C13H11ClO6) was synthesized using nanosolid superacid SO2-4/SnO2 as a catalyst and its structure was characterized by IR, 1H NMR and single-crystal X-ray diffraction. 1H NMR data indicated the product is a mixture of two diastereomer compounds (a(7S) and b(7R)). And the crystal of one diastereomer compound a(7S) belongs to orthorhombic system, space group P212121 with a = 6.501(4), b = 7.803(5), c = 25.013(15) Å, V 1268.7(13) Å3, Z = 4, Dc 1.564g/cm3, μ(Mo-Kα) = 0.325 mm-1, F(000) = 616, R = 0.0255 and wR(I > 2σ (I)) = 0.0624. X-ray crystal structure data display that the hydrogen bonding interactions observed link the molecules to form a three-dimensional system. In addition, 5,6-O-(4-chlorophenyl)-L-ascorbic acid (CPAA) exhibited strong free-radical scavenging activities in vitro against 2,2-diphenyl-1-picrylhydrazyl and superoxide anion. Therefore, CPAA should be investigated further as a worthy antioxidant.
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