Problem

Following is a structural formula for aspartame, an artificial sweetener about 180 times...

Following is a structural formula for aspartame, an artificial sweetener about 180 times as sweet as sucrose (table sugar).

a) Is aspartame chiral? If so, how many stereoisomers are possible for it? (Chapter 6)

(b) Name each functional group in aspartame. (Chapter 1)

(c) Estimate the net charge on an aspartame molecule in aqueous solution at pH 7.0.

(d) Would you expect aspartame to be soluble in water? Explain.

(e) Draw structural formulas for the products of complete hydrolysis of aspartame in aqueous HCl. Show each product as it would be ionized in this solution.

(f) Draw structural formulas for the products of complete hydrolysis of aspartame in aqueous NaOH. Show each product as it would be ionized in this solution.

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