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Updated: May 17, 2026

Optimized Griess Reaction for UV-Vis and Naked-eye Determination of Anti-malarial Primaquine
Published on: October 11, 2019
2,6-Dimeth-oxy-9,10-anthraquinone
Akira Ohta1, Kazuki Hattori, Takashi Kobayashi
1Department of Chemistry, Faculty of Science, Shinshu University, 3-1-1 Asahi, Matsumoto, Nagano 390-8621, Japan.
Abstract:
The title compound, C(16)H(12)O(4), crystallizes with two half-mol-ecules in the asymmetric unit, each of which is completed by a crystallographic inversion center. The two crystallographically independent mol-ecules have almost the same geometry and are almost planar [maximum deviations = 0.018 (3) and 0.049 (3) Å]. They adopt a conformation in which the C(meth-yl)-O bonds are directed along the mol-ecular short axis [C-C-O-C torsion angles of 179.6 (2) and 178.0 (2)°]. In the crystal, the mol-ecular packing is characterized by a combination of a columnar stacking and a herringbone-like arrangement. The mol-ecules form slipped π-stacks along the b axis, in which there are two kinds of columns differing from each other in their slippage. The inter-planar distances between neighboring mol-ecules are 3.493 (3) for one column and 3.451 (2) Å for the other.
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