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).

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).

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter18: Functional Derivatives Of Carboxylic Acids

Section: Chapter Questions

Problem 18.43P: The following sequence of steps converts (R)-2-octanol to (S)-2-octanol. Propose structural formulas...

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