Research Article: 2,5-Bis[(3-hy­droxy­prop­yl)amino]-1,4-benzoquinone monohydrate

Date Published: July 01, 2011

Publisher: International Union of Crystallography

Author(s): Jian Wang, Weiwei Liu, Tongwei Guan, Fujun Yin, Yuxi Sun.


The title compound, C12H18N2O4·H2O, was obtained as a product of the reaction of hydro­quinone with n-propanol amine. The compound crystallizes as a monohydrate, integrating water into its hydrogen-bonded network. Each diamino­quinone moiety forms two centrosymmetric 10-membered rings through C=O⋯H—N bonds. The resulting bands along [102] are inter­linked through hy­droxy groups and water mol­ecules into three-dimensional network. The chemically equivalent bond lengths in the diamino­quinone moiety exhibit a perceptible discrepancy [e.g. C=O bond lengths differ by 0.016 (2) Å], apparently as a result of asymmetric hydrogen bonding: one O atom serves as an acceptor of one hydrogen bond, whereas the other is an acceptor of two.

Partial Text

For the synthesis of the title compound see: Jian et al. (2009 ▶). For related literature on aminoquinones, see: Der (2010 ▶), Nisha et al. (2010 ▶).




0 0 vote
Article Rating
Notify of
Inline Feedbacks
View all comments