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Microwave Assisted Synthesis and Crystal Structure of 3,3,6,6-Tetramethyl-9-(phenyl)-1,8-dioxo-2,3,4,5,6,7-hexahydroxanthene

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Abstract

The title compound (C23H26O3, M r  = 350.44) has been synthesized under microwave irradiation. Its structure was characterized by IR, 1H NMR spectroscopy and single-crystal X-ray diffraction. The title crystal is in the monoclinic system, space group C with cell dimensions of a = 6.0500(12) Å, b = 19.693(4) Å, c = 16.386(3) Å, β = 97.85(3)º, V = 1,934.0(7) Å3, Z = 4, D c  = 1.204 g/cm3, λ = 0.71073 Å, μ = 0.08 mm−1, F (000) = 752, the final R = 0.065 and wR = 0.165 for 1,992 observed reflections with I > 2σ(I). In the molecular structure, the pyran ring is of boat conformation, and the two-six-membered rings fused with it adopt envelope conformations.

Index Abstract

The title compound (C23H26O3, M r  = 350.44) has been synthesized under microwave irradiation. Its structure was characterized by IR, 1H NMR spectroscopy and single-crystal X-ray diffraction. The title crystal is in the monoclinic system, space group P21/C with cell dimensions of a = 6.0500(12) Å, b = 19.693(4) Å, c = 16.386(3) Å, β = 97.85(3)º, V = 1934.0(7) Å3, Z = 4, D c  = 1.204 g/cm3, λ = 0.71073 Å, μ = 0.08 mm–1, F (000)  = 752, the final R = 0.065 and wR = 0.165 for 1,992 observed reflections with I > 2σ(I). In the molecular structure, the pyran ring is of boat conformation, and the two six-membered rings fused with it adopt envelope conformations.

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Acknowledgments

This research was financially supported by grants from Forestry Commonwealth Industry Special Foundation of China (no. 200704008).

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Authors and Affiliations

  1. Institute of Chemical Industry of Forest Products, Chinese Academy of Forestry, 210042, Nanjing, China

    Xiao-Ping Rao, Yong Wu, Zhan-Qian Song & Shi-Bin Shang

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  1. Xiao-Ping Rao
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Correspondence to Xiao-Ping Rao.

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Rao, XP., Wu, Y., Song, ZQ. et al. Microwave Assisted Synthesis and Crystal Structure of 3,3,6,6-Tetramethyl-9-(phenyl)-1,8-dioxo-2,3,4,5,6,7-hexahydroxanthene. J Chem Crystallogr 39, 500–503 (2009). https://doi.org/10.1007/s10870-008-9505-9

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