Chapter 17: Q19P (page 815)
What reagents should be used to prepare the following compounds?
Chapter 17: Q19P (page 815)
What reagents should be used to prepare the following compounds?
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Get started for freeHow could each of the following compounds be prepared from a ketone and an organohalide?
a.
b.
Question: Explain why the -hydrogen of an N,N-disubstituted amide is less acidic (pKa= 30) than the hydrogen of an ester (pKa= 25).
A Mannich reaction puts a group on the -carbon of a carbon acid. Propose a mechanism for the reaction.
Draw the products of the following reactions:
a. 1,3-cyclohexanedione + LDA/THF, followed by allyl bromide
b. g-butyrolactone + LDA/THF, followed by methyl iodide
c. 2,7-octanedione + sodium hydroxide
d. diethyl 1,2-benzenedicarboxylate + sodium ethoxide: (1) slow addition of ethyl acetate; (2) HCl
Explain why a racemic mixture is formed when (R)-2-methylpentanal is dissolved in an acidic or basic solution.
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