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. 2013 Nov 20;69(Pt 12):o1792-3.
doi: 10.1107/S1600536813029966.

3-[1-(4-Bromo-phen-yl)eth-oxy]-2,2,5-trimethyl-4-phenyl-3-aza-hexa-ne

Praveen Pitliya  1 , Ray J Butcher  1 , A Karim  2 , Paul F Hudrlik  1 , Anne M Hudrlik  1 , D Raghavan  1
Affiliations

3-[1-(4-Bromo-phen-yl)eth-oxy]-2,2,5-trimethyl-4-phenyl-3-aza-hexa-ne

Praveen Pitliya et al. Acta Crystallogr Sect E Struct Rep Online. .

Abstract

The title compound, C22H30BrNO, is an alk-oxy-amine compound, an effective initiator in nitroxide-mediated free radical polymerization. It was prepared as a mixture of two diasteromers; the crystal for the X-ray analysis showed one of these as a pair of R,S and S,R enanti-omers. The tert-butyl and isopropyl groups are in an almost anti conformation in the crystal [C-N-C-C torsion angle = -168.8 (1)°], and the methyl group of the ethoxy group is in an approximate anti relationship to the tert-butyl group. The dihedral angle between the phenyl and benzene rings is 33.12 (7)°. The Br atom is disordered over two positions, with occupancies of 0.9139 (16) and 0.0861 (16). In the crystal, weak C-H⋯Br contacts link the mol-ecules into chains along [-110].

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Figures

Fig. 1.
Fig. 1.
Structural diagram of the title compound. Atomic displacement parameters are at the 30% probability level.
Fig. 2.
Fig. 2.
Packing diagram of the tile compound viewed along the a axis.
Fig. 3.
Fig. 3.
1H NMR spectrum of 2,2,5-trimethyl-(1'-p-bromophenylethoxy)-4-phenyl-3-azahexane (two diastereomers) in CDCl3
See this image and copyright information in PMC

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