Chapter 21: 30P (page 817)
Label each compound as an acetal, a hemiacetal, or an ether.
a.
b.
c.
d.
Short Answer
a. Ether
b. Open acetal
c. Cyclic acetal
d. Hemiacetal
Chapter 21: 30P (page 817)
Label each compound as an acetal, a hemiacetal, or an ether.
a.
b.
c.
d.
a. Ether
b. Open acetal
c. Cyclic acetal
d. Hemiacetal
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Get started for freeWhat two enamines are formed when 2-methylcyclohexanone is treated with (CH3)2NH?
Reaction of 5,5-dimethoxypentan-2-one with methylmagnesium iodide followed by treatment with aqueous acid forms cyclic hemiacetal Y. Draw a stepwise mechanism that illustrates how Y is formed
What reagents are needed to convert each compound into butanal?
a.
b.
c.
d.
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.
Draw a stepwise mechanism for the following reaction
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