Chapter 14: Q30P (page 746)
Give common names for the following compounds
Short Answer
Answer
(a
(e
Chapter 14: Q30P (page 746)
Give common names for the following compounds
Answer
(a
(e
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Get started for freeAn acid-catalyzed reaction was carried out using methyl cellosolve (2-methoxyethanol) as the solvent. When the 2-methoxyethanol was redistilled, a higher-boiling point fraction (bp 162oC) was also recovered. The mass spectrum of this fraction showed the molecular weight to be 134. The IR and NMR spectrum are shown here. Determine the structure for this compound and propose a mechanism for its formation.
Propose a fragmentation to account for each numbered peak in the mass spectrum of n-butyl isopropyl ether.
Question. The following reaction resembles the acid-catalyzed cyclization of squalene oxide. Propose a mechanism for this reaction.
Show how the following ethers might be synthesized using (1) alkoxymercuration-demercuration and (2) the Williamson synthesis. (When one of these methods cannot be used for the given ether, point out why it will not work.)
There are two ways of making 2-ethoxyoctane from octan-2-ol using the Williamson ether synthesis. When pure (-) -octan-2-ol of specific rotation -8.240is treated with sodium metal and then ethyl iodide, the product is 2-ethoxyoctane with a specific rotation of -15.60. When pure (-) -octan-2-ol is treated with tosyl chloride and pyridine and then with sodium ethoxide, the product is also 2-ethoxyoctane. Predict the rotation of the 2-ethoxyoctane made using the tosylation/sodium ethoxide procedure, and propose a detailed mechanism to support your prediction.
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