1 ly e, S 10 Following is a structural formula for aspartame, an ar- tificial sweetener about 180 times as sweet as sucrose (table sugar). 0 O (b) (c) NH3 O Aspartame H N O OCH300 H (a) Is aspartame chiral? If so, how many stereoiso- mers are possible for it? Name each functional group in aspartame. Estimate the net charge on an aspartame molecule in aqueous solution at pH 7.0. (d) Would

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter25: Biomolecules: Carbohydrates
Section25.SE: Something Extra
Problem 69AP
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d.
y
which
mainly
e time,
net-
ral
rent .8
ters,
ted
H₂, is
bub-
of so-
nolad
(table sugar).
10 Following is a structural formula for aspartame, an ar-
tificial sweetener about 180 times as sweet as sucrose
HO
-O
(d)
O
Phenobarbital
NH₂+
O
Aspartame
Η
HN
요
di
HO, HOOH + HO
(a) Is aspartame chiral? If so, how many stereoiso-
mers are possible for it?
(c)
(b) Name each functional group in aspartame. H
Estimate the net charge on an aspartame
molecule in aqueous solution at pH 7.0.
Would you expect aspartame to be soluble in
water? Explain. (Chapter 5)
CUDIET
(e) Draw structural formulas for the products of com-
plete hydrolysis of aspartame in aqueous HCI.
Show each product as it would be ionized in this
1
Ques
gune
solution.
OCH;100.HO
Transcribed Image Text:d. y which mainly e time, net- ral rent .8 ters, ted H₂, is bub- of so- nolad (table sugar). 10 Following is a structural formula for aspartame, an ar- tificial sweetener about 180 times as sweet as sucrose HO -O (d) O Phenobarbital NH₂+ O Aspartame Η HN 요 di HO, HOOH + HO (a) Is aspartame chiral? If so, how many stereoiso- mers are possible for it? (c) (b) Name each functional group in aspartame. H Estimate the net charge on an aspartame molecule in aqueous solution at pH 7.0. Would you expect aspartame to be soluble in water? Explain. (Chapter 5) CUDIET (e) Draw structural formulas for the products of com- plete hydrolysis of aspartame in aqueous HCI. Show each product as it would be ionized in this 1 Ques gune solution. OCH;100.HO
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