Transcription of 1122 CHAPTER 23 • THE CHEMISTRY OF AMINES
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1122 CHAPTER 23 • THE CHEMISTRY OF AMINES
1122 CHAPTER 23 THE CHEMISTRY OF AMINES alkylamines, this resonance occurs at rather small chemical shift typically around d1. Inaromatic AMINES , this resonance is at greater chemical shift, as in the second of the the OH protons of alcohols, phenols, and carboxylic acids, the NH protons of aminesunder most conditions undergo rapid exchange (Secs. and ). For this reason, split-ting between the amine NLH and adjacent CLH groups is usually not observed. Thus, inthe NMR spectrum of diethylamine, the NLH resonance is a singlet rather than the triplet ex-pected from splitting by the adjacentLCH2 Lprotons. In some amine samples, the NLHresonance is broadened and, like the OLH proton of alcohols, it can be obliterated from thespectrum by exchange with D2O (the D2O shake, p. 611).The characteristic 13C NMR absorptions of AMINES are those of the a-carbons the carbonsattached directly to the nitrogen.
1122 CHAPTER 23 • THE CHEMISTRY OF AMINES alkylamines, this resonance occurs at rather small chemical shift—typically around d 1. In aromatic amines, this resonance is at greater chemical shift, as in the second of the preceding
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