Chapter 21: 12P (page 817)
What reagents are needed to convert each compound into butanal (CH3CH2CH2CHO )?
a.
b.
c.
Short Answer
a)
b)
c)
Chapter 21: 12P (page 817)
What reagents are needed to convert each compound into butanal (CH3CH2CH2CHO )?
a.
b.
c.
a)
b)
c)
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Get started for freeWhat carbonyl compound and alcohol are formed by hydrolysis of each acetal?
a.
b.
c.
Besides the tert-butyldimethylsilyl ethers introduced in Chapter 20, there are many other widely used alcohol protecting groups. For example, an alcohol such as cyclohexanol can be converted to a methoxy methyl ether (a MOM protecting group) by treatment with base and chloromethyl methyl ether, . The protecting group can be removed by treatment with aqueous acid.
a. Write a stepwise mechanism for the formation of a MOM ether from cyclohexanol.
b. What functional group comprises a MOM ether?
c. Besides cyclohexanol, what other products are formed by aqueous hydrolysis of the MOM ether? Draw a stepwise mechanism that accounts for formation of each product.
What cyanohydrin and carbonyl compound are formed when amygdalin is metabolized in a similar manner to linamarin?
Salsolinol is a naturally occurring compound found in bananas, chocolate, and several foods derived from plant sources. Salsolinol is also formed in the body when acetaldehyde, an oxidation product of the ethanol ingested in an alcoholic beverage, reacts with dopamine, a neurotransmitter. Draw a stepwise mechanism for the formation of salsolinol in the followingreaction.
What carbonyl compound and amine or alcohol are needed to prepare each product?
a.
b.
c.
d.
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