A compound has IR absorptions at 34003500 cm 1 and the following NMR spectrum: 2.07 (6H,

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A compound has IR absorptions at 3400–3500 cm–1 and the following NMR spectrum: δ 2.07 (6H, s), δ 2.16 (3H, s), δ 3.19 (broad, exchanges with D2O), δ 6.63 (2H, s). To which one of the following compounds do these spectra belong? Explain.

(1) 2,4-dimethylbenzylamine 

(2) 2,4,6-trimethylaniline 

(3) N,N-dimethyl-p-methylaniline 

(4) 3,5-dimethyl-N-methylaniline 

(5) 4-ethyl-2,6-dimethylaniline

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Organic Chemistry

ISBN: 9781936221349

6th Edition

Authors: Marc Loudon, Jim Parise

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