Chapter 16: Problem 37
Which of these molecules will cyclize to give the insect pheromone frontalin?
Chapter 16: Problem 37
Which of these molecules will cyclize to give the insect pheromone frontalin?
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Get started for freeWrite a mechanism for the acid-catalyzed hydrolysis of a THP ether to regenerate the original alcohol. Into what compound is the THP group converted?
Complete the following Grignard reaction. The starting material is chiral and present as a single enantiomer. Using models, predict which product enantiomer predominates and include that stereochemical prediction in your answer. Figure can`t copy
A primary or secondary alcohol can be protected by conversion to its tetrahydropyranyl ether. Why is formation of THP ethers by this reaction limited to primary and secondary alcohols?
At some point during the synthesis of a target molecule, it may be necessary to protect an -OH group (i.e., to prevent its reacting). In addition to the trimethylsilyl, tert-butyldimethylsilyl, and other trialkylsilyl groups described in Section 11.6, and the tetrahydropyranyl group described in Section 16.7D, the ethoxyethyl group may also be used as a protecting group. (a) Propose a mechanism for the acid-catalyzed formation of the ethoxyethyl protecting group. (b) Suggest an experimental procedure whereby this protecting group can be removed to regenerate the unprotected alcohol.
The infrared spectrum of compound \(\mathrm{A}_{1} \mathrm{C}_{6} \mathrm{H}_{12} \mathrm{O}\), shows a strong, sharp peak at \(1724 \mathrm{~cm}^{-1}\). From this information and its \({ }^{1} \mathrm{H}\)-NMR spectrum, deduce the structure of compound A.
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