Chapter 18: Q27-E (page 594)
Predict the product(s) and provide the mechanism for each reaction below. What do the mechanisms have in common?
a.
b.
c.
d.
Short Answer
a.
b.
c.
d.
Chapter 18: Q27-E (page 594)
Predict the product(s) and provide the mechanism for each reaction below. What do the mechanisms have in common?
a.
b.
c.
d.
a.
b.
c.
d.
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Get started for freeDisparlure, , is a sex attractant released by the female gypsy moth, Lymantria dispar. The NMR spectrum of disparlure shows a large absorption in the alkane region, 1 to 2 d, and a triplet at 2.8 d. Treatment of disparlure, first with aqueous acid and then with , yields two carboxylic acids identified as undecanoic acid and 6-methyl- heptanoic acid. ( ,cleaves 1, 2-diols to yield carboxylic acids). Neglecting stereochemistry, propose a structure for disparlure. The actual compound is a chiral molecule with 7R, 8S stereochemistry. Draw disparlure, showing the correct stereochemistry.
Predict the product(s) and provide the mechanism for each two-stepprocess below.
Epoxides are reduced by treatment with lithium aluminum hydride to yield alcohols. Propose a mechanism for this reaction.
How would you prepare the following ethers using a Williamson synthesis?
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