Chin. J. Org. Chem. ›› 2013, Vol. 33 ›› Issue (08): 1817-1821.DOI: 10.6023/cjoc201303003 Previous Articles     Next Articles



袁霖, 欧光川, 时江华, 张敏, 袁先友   

  1. 湖南科技学院生命科学与化学工程系 永州 425199
  • 收稿日期:2013-03-02 修回日期:2013-04-19 发布日期:2013-04-24
  • 通讯作者: 袁先友
  • 基金资助:

    湖南省重点建设学科(No. 2011-76);湖南省科技计划(No.2013FJ3004);湖南省教育厅(Nos. 13A030, 13B029)和湖南省创新团队(No. 2012-318)资助项目.

Synthesis and Crystal Structure of 12-(2-Chlorophenyl)-7,11,13,16-tetraoxaspiro[]cetane

Yuan Lin, Ou Guangchuan, Shi Jianghua, Zhang Min, Yuan Xianyou   

  1. Department of Biology and Chemistry, Hunan University of Science and Engineering, Yongzhou 425199
  • Received:2013-03-02 Revised:2013-04-19 Published:2013-04-24
  • Supported by:

    Project supported by the Construct Program of the Key Discipline in Hunan Province (No. 2011-76), the Science and Technology Planning Project of Hunan Province (No. 2013FJ3004), the Scientific Research Fund of Hunan Provincial Education Department (Nos. 13A030, 013B029), and the Science and Technology Innovative Research Team in Higher Educational Institutions of Hunan Province (No. 2012-318)

12-(2-Chlorophenyl)-7,11,13,16-tetraoxaspiro[]cetane (2) was prepared by cyclohexanone and 5,5-bis(hydroxymethyl)-2-(2-chlorophenyl)-1,3-dioxane (1) which synthesized from the reaction of the o-chlorobenzaldehyde and pentaerythriol, or prepared by o-chlorobenzaldehyde and 9,9-bis(hydroxymethyl)-7,11-dioxaspiro[5,5]undecane (3) which synthesized from the reaction of the cyclohexanone and pentaerythriol. Compounds 1 and 2 were characterized by X-ray diffraction, elemental analysis, 1H NMR. Single crystal X-ray diffraction analyses reveal that compound 1 belongs to monoclinic system with space group P2(1)/n with a=0.56768(15) nm, b=0.9807(3) nm, c=2.1785(6) nm, a=90°, b=90.204(4)°, g=90°, V= 1.2128(5) nm3, Z=4, Dc=1.417 Mg/m3, μ=0.315 mm-1, F(000)=544. Compound 2 also belongs to monoclinic system with space group C2/c with a=1.5894(5) nm, b=1.5704(4) nm, c=2.8369(9) nm, a=90°, b=101.103(5)°, g=90°, V=6.948(4) nm3, Z=16, Dc=1.296 Mg/m3, μ=0.237 mm-1, F(000)=2880.

Key words: o-chlorobenzaldehyde, pentaerythriol, crystal structure, 1H NMR