Aromatic amines and their derivatives, Part 2. Synthesis, spectroscopic properties, and molecular and crystal structure of N-acetyl-4,N-dimethyl-6-(N-acetyl-p-toluidinomethyl)aniline

Chakrabarti, Pinakpani and Venkatesan, Kailasam and Cameron, Stanley T and Demir, Tursen and Shaw, Robert A (1985) Aromatic amines and their derivatives, Part 2. Synthesis, spectroscopic properties, and molecular and crystal structure of N-acetyl-4,N-dimethyl-6-(N-acetyl-p-toluidinomethyl)aniline. In: Journal of Crystallographic and Spectroscopic Research, 15 (3). pp. 1572-8854.

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Abstract

The synthesis and selected aspects of the UV, IR, and $^1H$ NMR spectra of the title compound are described. The crystals of the title compound are triclinic with a = 12.999(9), b = 8.911(4), c = 9.199(5) \AA ; \alpha = 105.56(3), \beta = 113.50(4), \gamma = $92.53(3)^o$; Z = 2; space group P1. Its X-ray crystal structure analysis provides information regarding the conformational features of the amide linkage when no intermolecular hydrogen bonding involving this group is present. The X-ray study shows that the C ' - N bond is longer [1.363(4) \AA ] than that found normally in peptide molecules. The compound shows a peculiar disorder involving one of the two amide groups present in the molecule. The conformation of the N-methyl acetanilide moiety and its relation to the $^1H$ NMR spectrum of the compound are discussed.

Item Type:	Journal Article
Publication:	Journal of Crystallographic and Spectroscopic Research
Publisher:	Springer Netherlands
Additional Information:	Copyright belongs to Springer.
Department/Centre:	Division of Chemical Sciences > Organic Chemistry
Date Deposited:	09 Apr 2008
Last Modified:	19 Sep 2010 04:44
URI:	http://eprints.iisc.ac.in/id/eprint/13683

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