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Chapter 21: 11P (page 817)

What reagents are needed to convert each compound into butanal(CH3CH2CH2CHO)?

a.

b.

c.

d.

Short Answer

Expert verified

a.

b.

c.

d.

Step by step solution

01

Reagents

Reagents are used to synthesize different products. Reactions such as hydroboration-oxidation, ozonolysis are used to convert alkenes into aldehydes.

02

Formation of the product

a. The reaction of methyl butyrate with DIBAL-H followed by water gives butyraldehyde.

The reaction is shown below.

Synthesis in a

b. The reaction of butan-1-ol with PCC gives butyraldehyde.

The reaction is shown below.

Synthesis in b

c. But-1-yne undergoes hydroboration-oxidation in the presence of hydrogen peroxide to form butyraldehyde.

The reaction is shown below.

Synthesis in c

d. (E)-Oct-4-ene undergoes ozonolysis to form butyraldehyde.

The reaction is shown below.

Synthesis in d

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Most popular questions from this chapter

Draw a stepwise mechanism for the following reaction, a key step in the synthesis of conivaptan (trade name Vaprisol), a drug used in the treatment of low sodium levels.

What carbonyl compound and alcohol are formed by hydrolysis of each acetal?

a.

b.

c.

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.

a. How many stereogenic centers are present in -D-galactose?

b. Label the hemiacetal carbon in -D-galactose.

c. Draw the structure of -D-galactose.

d. Draw the structure of the polyhydroxy aldehyde that cyclizes to - and

-D-galactose.

e. From what you learned in Section 21.16B, what product (s) is (are) formed

when -D-galactose is treated with CH3OH and an acid catalyst?

Use the 1 H NMR and IR data to determine the structure of each compound.
See all solutions

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