Synthesis, Crystal Structure and Fluorescence Spectrum Studies of Bromocoumarin Derivants: C10H5Br3O and C12H9BrO4

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Abstract:

The3,6,8-tribromo-7-hydroxy-4-methylcoumarin (a) and 7-acetoxy-4-bromomethyl coumarin (b) have been prepared and characterized by IR and NMR spectum, and thermal analyses. The crystal and molecular structures of them were determined by X-ray diffraction methods. The compound (a) crystallizes in Orthorhobmic system, space group Pbca, with lattice parameters a = 8.3346(9), b =16.2420(19), c =16.726(2) Å, α=β=γ=90°, Mr= 412.87, V = 2264.2(5) Å3, Z = 8, Dc= 2.422 g/cm3, F(000) = 1552, R = 0.0575 and wR = 0.0817. The compound (b) crystallizes in Triclinic system, space group P-1, with lattice parameters a = 7.6540(15), b = 7.6880(15), c = 10.654(2) Å, α = 101.49(3), β = 98.32(3), γ = 103.68(3)°, Mr = 297.10, V = 584.7(2) Å3, Z = 2, Dc = 1.688 g/cm3, F(000) = 296, R = 0.0578 and wR = 0.1353. In the (a) structure, The three Br-C bond distances are in the range of 1.870(8) ~ 1.894(6) Å. In the (b) structure, The Br-C bond distance is 1.956 (6) Å. The IR spectral data are in agreement with the structural data. The band at 577 cm-1 , 582cm-1 in the compound (a) and (b) could be assigned to the vC-Br stretching vibration. Because of the hydrogen bonds and π-π stacking between 1,2-benzopyrone rings and 1,2-benzopyrone rings of the adjacent molecule. The title compound also shows good fluorescent behaviors.

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Advanced Materials Research (Volumes 455-456)

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746-751

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January 2012

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© 2012 Trans Tech Publications Ltd. All Rights Reserved

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