1. (a) Write as many chemically reasonable syntheses as you can think of for ethyl 2-methylpropyl ether (ethyl isobutyl ether). Be sure that at some point in one or more of your syntheses you utilize the following reagents (not all in the same synthesis, however): PBr3, SOCI2, p- toluenesulfonyl chloride (tosyl chloride), NaH, ethanol, 2-methyl-1-propanol (isobutyl alcohol), concentrated H2SO4, Hg(OAc)2, ethene (ethylene). (b) Evaluate the relative merits of your syntheses on the basis of selectivity and efficiency. (Decide which ones could be argued to be the "best" syntheses and which might be "poorer" syntheses.)
1. (a) Write as many chemically reasonable syntheses as you can think of for ethyl 2-methylpropyl ether (ethyl isobutyl ether). Be sure that at some point in one or more of your syntheses you utilize the following reagents (not all in the same synthesis, however): PBr3, SOCI2, p- toluenesulfonyl chloride (tosyl chloride), NaH, ethanol, 2-methyl-1-propanol (isobutyl alcohol), concentrated H2SO4, Hg(OAc)2, ethene (ethylene). (b) Evaluate the relative merits of your syntheses on the basis of selectivity and efficiency. (Decide which ones could be argued to be the "best" syntheses and which might be "poorer" syntheses.)
Chemistry
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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Transcribed Image Text:1. (a) Write as many chemically reasonable syntheses as you can think of for ethyl 2-methylpropyl ether (ethyl isobutyl ether). Be sure that
at some point in one or more of your syntheses you utilize the following reagents (not all in the same synthesis, however): PBr3, SOCI2, p-
toluenesulfonyl chloride (tosyl chloride), NaH, ethanol, 2-methyl-1-propanol (isobutyl alcohol), concentrated H2SO4, Hg(OAc)2, ethene
(ethylene).
(b) Evaluate the relative merits of your syntheses on the basis of selectivity and efficiency. (Decide which ones could be argued to be the
"best" syntheses and which might be "poorer" syntheses.)
Expert Solution

Step 1
An ether group contains two alkyl or aryl or combination of alkyl and aryl group joined together by oxygen atom in between the two groups. In the compound ethyl 2-methylpropyl ether, the oxygen atom joins the ethyl group and isobutyl group. The chemical formula of the given ether is . The molecular formula in condensed form can be written as .
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