Citation: ZHAO Zhi-Yonga, HUANG Dao-Zhan, LAN Hong-Yun, JIANG Shao-Fanga, ZHEN Yue-Wena. Novel Synthesis, Crystal Structure and Herbicidal Activity of (3R,4R)-4,7,7-Trimethyl-6-oxabicyclo[3.2.1]octane-3, 4-diol[J]. Chinese Journal of Structural Chemistry, ;2015, 34(12): 1819-1824. doi: 10.14102/j.cnki.0254-5861.2011-0798 shu

Novel Synthesis, Crystal Structure and Herbicidal Activity of (3R,4R)-4,7,7-Trimethyl-6-oxabicyclo[3.2.1]octane-3, 4-diol

a.
a. College of Chemistry and Chemical Engineering, Guangxi University for Nationalities, Nanning 530008, China;
b.
b. Guangxi Key Laboratory of Chemistry and Engineering of Forest Products, Guangxi University for Nationalities, Nanning 530008, China

Corresponding author: HUANG Dao-Zhan,
Received Date: 5 May 2015
Available Online: 11 August 2015
Fund Project: This project was supported by the National Natural Science Foundation of China (No. 31460174) (No. 31460174) the Science and Research Start-Up Project for the Recruit Talent of Guangxi University for Nationalities (No. 2014MDQD014) (1348006-10)

The title compound, (3R,4R)-4,7,7-trimethyl-6-oxabicyclo[3.2.1]octane-3,4-diol (C₁₀H₁₈O₃), has been synthesized by using one-step catalytic synthetic method from α-pinene and structurally characterized by means of IR, ¹H-NMR, ¹³C-NMR, HRMS and single-crystal X-ray diffraction. The crystal belongs to the monoclinic system, space group P2₁/n with a=7.277(4), b=18.177(11), c=7.939(5) Å, β=91.122(8)°, Z=4, V=1049.9(11) Å, D_c=1.178 g/cm³, M_r=186.24, λ(MoKα)=0.71073 Å, μ=0.09 mm^-1, F(000)=408, R=0.051 and wR=0.144. The title complex molecules contained two hydroxyls and are connected through hydrogen bonds to generate a two-dimensional network. Especially, the preliminary herbicidal activity results show that the title compound exhibits herbicidal activity against rape (Brassica campestris) and barnyard grass (Echinochloa crusgalli).
- monoterpene oxabicyclodiol,
- synthesis,
- crystal structure,
- herbicidal activity
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