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Chapter 21: 29P (page 817)

Draw the products of each reaction.

a.

b.

Short Answer

Expert verified

a.

b.

Step by step solution

01

Acetal

Acetals form when “aldehydes and ketones” react with two equivalents of alcohols. A cyclic acetal forms when a diol such as ethylene glycol is used in place of two equivalents of alcohol.

02

Acetal formation

a. Cyclopentanone reacts with two equivalents of methanol to form an open acetal.

Product formation in reaction a.

b. Acetone reacts with ethylene glycol to form cyclic acetal.

Product formation in reaction b.

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Most popular questions from this chapter

Maltose is a carbohydrate present in malt, the liquid obtained from barley and other grains. Although maltose has numerous functional groups, its reactions are explained by the same principles we have already encountered.

a. Label the acetal and hemiacetal carbons.b. What products are formed when maltose is treated with each of the following reagents: [1] ; [2] and HCl; [3] excess NaH, then excess ?c. Draw the products formed when the compound formed in Reaction [3] of part (b) is treated with aqueous acid.The reactions in parts (b) and (c) are used to determine structural features of carbohydrates like maltose. We will learn much more about maltose and similar carbohydrates in Chapter 28.

Draw a stepwise mechanism for the following reaction, a key step in the synthesis of the anti-inflammatory drug celecoxib (trade name Celebrex).

Which carbonyl group in each pair absorbs at a higher frequency?

a.

b.

Hydroxy aldehydes A and B readily cyclize to form hemiacetals. Draw the stereoisomersformed in this reaction from both A and B. Explain why this process gives an opticallyinactive product mixture from A, and an optically active product mixture from B.

Label each compound as an acetal, a hemiacetal, or an ether.

a.

b.

c.

d.
See all solutions

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