Chapter 21: 1P (page 817)
Rank the following compounds in order of increasing reactivity towards nucleophilic attack.
Chapter 21: 1P (page 817)
Rank the following compounds in order of increasing reactivity towards nucleophilic attack.
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Two naturally occurring compounds that contain stable cyclic hemiacetals and acetals are monensin and digoxin, the chapter-opening molecule. Monensin, a polyether antibiotic produced by Streptomyces cinamonensis,is used as an additive in cattle feed. Digoxin is a widely prescribedcardiac drug used to increase the force of heart contractions. Label each acetal, hemiacetal, and ether in both compounds.
Draw a stepwise mechanism for the following reaction that converts a dicarbonyl compoundto a furan.
Explain why benzaldehyde is less reactive than cyclohexanecarbaldehyde towards nucleophilic attack.
What reagents are needed to convert each compound into butanal (CH3CH2CH2CHO )?
a.
b.
c.
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