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Chapter 21: 30P (page 817)

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

a.

b.

c.

d.

Short Answer

Expert verified

a. Ether

b. Open acetal

c. Cyclic acetal

d. Hemiacetal

Step by step solution

01

Acetal, hemiacetal, and ether

In acetal, two -OR groups are attached to the carbon atom, while in a hemiacetal, one of the -OR groups is replaced by an -OH group.An ether contains a C-O-R bond.

02

Classfication of compounds

The compounds are classified into acetals, hemiacetals, and ethers as follows:

a. This is an ether where there is R-O-R bond such that R is an alkyl group.


Ether

b. This is an open acetal that has two -OR groups attached to the carbon atom.


Open acetal

c. This is an closed acetal that has two -OR groups attached to the carbon atom in a cyclic ring.

Cyclic acetal

d. This is a hemiacetal where one -OR group is replaced by an -OH group attached to the carbon atom.

Hemiacetal

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Most popular questions from this chapter

What products are formed when each acetal is hydrolyzed with aqueous acid?

a.

b.

Consider the para-substituted aromatic ketones, NO2C6H4COCH2 (p-nitroacetophenone) and CH3OC6H4COCH3 (p-methoxyacetophenone).

a. Which carbonyl compound is more stable?

b. Which compound forms the higher percentage of hydrate at equilibrium?

c. Which compound exhibits a carbonyl absorption at a higher wavenumber in its IR spectrum?

Explain your reasoning in each part.

What carbonyl compound and amine are formed by the hydrolysis of each compound?

a.

b.

c.

Devise a synthesis of each compound from the given starting materials. You may also use organic alcohols having four or fewer carbons, and any organic or inorganic reagents

a)

b)

c)

Etoposide, sold as a phosphate derivative with the trade name of Etopophos, is used for the treatment of lung cancer, testicular cancer, and lymphomas. (a) Locate the acetals in etoposide. (b) What products are formed when all of the acetals are hydrolyzed with aqueous acid?
See all solutions

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