Citation: XU Hai-Zhen, XIE Li-Fen, ZHANG Hai-Li, LI Lei, MA Yuan, ZHU You-Quan. Synthesis, Dimer Crystal Structure and Herbicidal Activity of 2-(4-Ethoxybenzoyl)cyclopentane-1,3-dione[J]. Chinese Journal of Structural Chemistry, ;2014, 33(10): 1451-1454. shu

Synthesis, Dimer Crystal Structure and Herbicidal Activity of 2-(4-Ethoxybenzoyl)cyclopentane-1,3-dione

XU Hai-Zhen ^a,, ,
XIE Li-Fen ^b,c ,
ZHANG Hai-Li ^b,c ,
LI Lei ^a,b,c ,
MA Yuan ^b,c ,
ZHU You-Quan ^b,c

1.
a College of Chemistry, Tianjin Normal University, Tianjin 300393, China;
2.
b State Key Laboratory of Elemento-organic Chemistry, Nankai University, Tianjin 300071, China;
3.
c Collaborative Innovation Center of Chemical Science and Engineering, Tianjin 300393, China

Corresponding author: XU Hai-Zhen,
Received Date: 28 March 2014
Available Online: 18 June 2014
Fund Project: We are grateful for financial support by the National Basic Research Program of China (973 Program, No. 2010CB126103) (973 Program, No. 2010CB126103) the National Natural Science Foundation of China (No. 21372134, No. 21072108) (No. 21372134, No. 21072108) NFFTBS (No. J1103306) (No. J1103306) the National Key Technologies R&D Program (2011BAE06B05-3) (2011BAE06B05-3)

The title compound 2-(4-ethoxybenzoyl)cyclopentane-1,3-dione (C₁₄H₁₄O₄) was synthesized, and its crystal structure was studied. It crystallized in the triclinic system, space group P1 with a=8.980(2), b=9.080(2), c=15.482(3) Å, α=93.49(3), β=93.84(3), γ=107.27(3)°, D_c=1.365 g/cm³, Z=4, λ=0.71073 Å, μ(MoKα)=2.769 mm^-1, M_r=246.25, V=1198.5(4) Å³, F(000)=520, the final R=0.0559 and wR=0.1278 for 2301 observed reflections with I>2σ(I). In the crystalline state, the molecular skeleton contains one enol grouping, which is intramolecularly hydrogen bonded to a neighboring keto O atom. Preliminary bioassay result showed that this compound provided 93.8% and 87.2% control of B. campestris and A. retroflexus at post-emergence at 375 g/hm².
- cyclopentane-1,3-dione,
- synthesis,
- crystal structure
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