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Strong Acid & Bases NMR

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a. There are only four lines in the aromatic region of the fully 1H decoupled 13C NMR spectrum of propyl p-tolyl ether (110-160 ppm), yet there six aromatic carbon atoms. Explain.
b. Which is a stronger base, aniline or cyclohexylamine? Explain.
c. Write an equation for the reaction of pthalimide with potassium amide (a strong base) in N,N-dimethylformide (DMF) solvent. Name the product.

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Solution Summary

The solution talks through each section of the given problems about spectrography and strong and weak bases and acids like cyclohexylamine and pthalimide respectively.

Solution Preview

To answer your first question, you have to know a bit about equivalent carbon atom. The NMR spectrum should only have 4 signals in the aromatic area, since there are only 4 distinct carbon atoms. (see attachment ...

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