Crystal Structure of 2-Trifluoromethyl-4′-dimethylaminoazobenzene

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  • SASAKI Chizuru
    Department of Chemistry and Chemical Engineering, Faculty of Engineering, Kanazawa University
  • KITOH Soh-ichi
    Department of Chemistry and Chemical Engineering, Faculty of Engineering, Kanazawa University
  • YAMADA Kazuya
    Department of Chemistry and Chemical Engineering, Faculty of Engineering, Kanazawa University
  • KUNIMOTO Ko-Ki
    Department of Chemistry and Chemical Engineering, Faculty of Engineering, Kanazawa University
  • MAEDA Shiro
    Department of Applied Chemistry and Biotechnology, Faculty of Engineering, Fukui University
  • KUWAE Akio
    Graduate School of Natural Sciences, Nagoya City University
  • HANAI Kazuhiko
    Graduate School of Natural Sciences, Nagoya City University

書誌事項

タイトル別名
  • Crystal Structure of 2-Trifluoromethyl-4'-dimethylaminoazobenzene
  • Folded Structure of a Cyclic Hexamer of 4-(Methylamino)benzoic Acid in the Crystal

抄録

Crystals of 2-trifluoromethyl-4′-dimethylaminoazobenzene (2-TFMDAB) are orthorhombic, space group Pbca with a =15.625(4), b = 23.028(6), c = 7.685(2)Å, and Z = 8. The structure was solved by direct methods (SIR88) and refined to a final R value of 0.049 for 2536 reflections (I>0.80σ(I)). 2-TFMDAB has a trans geometry about the azo linkage. The bond lengths and angles are similar to those of other azobenzene compounds. The abnormal UV-vis absorption spectrum in an acidic solution can be explained by the existence of the bulky and electronegative CF3 group at the 2-position, which prevents protonation at the Nβ atom of the azo group in an acidic solution.

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