Chapter 18: Q25-E (page 594)
Predict the product(s) and provide the mechanism for each two-step
process below.
Short Answer
a.
b.
c.
d.
Chapter 18: Q25-E (page 594)
Predict the product(s) and provide the mechanism for each two-step
process below.
a.
b.
c.
d.
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Get started for freeThe Zeisel method is an old analytical procedure for determining the number of methoxyl groups in a compound. A weighed amount of the compound is heated with concentrated HI, ether cleavage occurs, and the iodomethane product is distilled off and passed into an alcohol solution of , where it reacts to form a precipitate of silver iodide. The AgI is then collected and weighed, and the percentage of methoxyl groups in the sample is thereby determined. For example, 1.06 g of vanillin, the material responsible for the characteristic odour of vanilla, yields 1.60 g of AgI. If vanillin has a molecular weight of 152, how many methoxyl groups does it contain?
The alkoxymercuration of alkenes involves the formation of an organomercury intermediate (I), which is reduced with NaBH4 to give an ether product. For each reaction below, predict the ether product and provide the mechanism formation.
a.
b.
c.
How would you prepare the following diols?
Why do you suppose only symmetrical ethers are prepared by the sulfuric acid-catalyzed dehydration procedure? What product (s) would you expect if ethanol and 1-propanol were allowed to react together? In what ratio would the products be formed if the two alcohols were of equal reactivity?
The herbicide acifluorfen can be prepared by a route that begins withreaction between a phenol and an aryl fluoride. Propose a mechanism.
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