Research Article: 1-Isopropyl-4,7-dimethyl-2,8-dinitro­naphthalene

Date Published: June 01, 2012

Publisher: International Union of Crystallography

Author(s): Mouna Chakkar, Najia Oughris, Ahmed Benharref, Jean-Claude Daran, Moha Berraho.

http://doi.org/10.1107/S1600536812021514

Abstract

The title compound, C15H16N2O4, was synthesized from a mixture of α-himachalene (2-methyl­ene-6,6,9-trimethyl­bicyclo­[5.4.O1,7]undec-8-ene) and β-himachalene (2,6,6,9-tetra­methyl­bicyclo­[5.4.01,7]undeca-1,8-diene) which were isolated from an oil of the Atlas cedar (Cedrus atlantica). The asymmetric unit contains two independent mol­ecules. In each of the two mol­ecules, two O atoms of one nitro group are disordered over two sets of sites with site-occupancy factors of 0.636 (5):0.364 (5) and 0.832 (5):0.168 (5). The crystal structure features weak C—H⋯O hydrogen bonds.

Partial Text

For the isolation of α-himachalene and β-himachalene, see: Joseph & Dev (1968 ▶); Plattier & Teisseire (1974 ▶); Daunis et al. (1981 ▶). For the reactivity of this sesquiterpene, see: Lassaba et al. (1998 ▶); Chekroun et al. (2000 ▶); El Jamili et al. (2002 ▶); Sbai et al. (2002 ▶); Dakir et al. (2004 ▶). For its biological activity, see: Daoubi et al. (2004 ▶).

Source:

http://doi.org/10.1107/S1600536812021514