Chapter 20: Q-24-29P (page 1038)
Predict the products of the following reactions.
(a)

(b)

(c)

(d)

(e)

(f)

product from part (e)
(g)

4-methylpentaoic acid
(h)

product from part (g)
Short Answer
(a)

(b)

(c)

(d)

(e)

(f)

(g)

(h)

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Chapter 20: Q-24-29P (page 1038)
Predict the products of the following reactions.
(a)

(b)

(c)

(d)

(e)

(f)

product from part (e)
(g)

4-methylpentaoic acid
(h)

product from part (g)
(a)

(b)

(c)

(d)

(e)

(f)

(g)

(h)

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Show how you would convert glycine to following derivatives. Show the structure of the product in each case.
(a) Glycine isopropyl ester
(b) N-benzoylglycine
(c) N-benzyloxycarbonylglycine
(d) Tert-butyloxycarbonylglycine
(a) How many asymmetric carbon atoms are there in an aldotetrose? Draw all the aldotetrose stereoisomers.
(b) How many asymmetric carbon atoms are there in a ketotetrose? Draw all the ketotetrose stereoisomers.
(c) How many asymmetric carbon atoms and stereoisomers are there for an aldohexose? For a ketohexose?
Question: Arrange each group of compounds in order of increasing acidity.

Question: Suppose you have just synthesized heptanoic acid from heptan-1-ol. The product is contaminated by sodium dichromate, sulfuric acid, heptan-1-ol, and possibly heptanal. Explain how you would use acid-base extractions to purify the heptanoic acid. Use a chart, like that in Figure 20-3, to show where the impurities are at each stage.
Question. Cellosolve庐 is the trade name for 2-ethoxyethanol, a common industrial solvent. This compound is produced in chemical plants that use ethylene as their only organic feedstock. Show how you would accomplish this industrial process.
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