You are a manager for a company, Weighty Matters, that specializes in the manufacture of organic compounds

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You are a manager for a company, Weighty Matters, that specializes in the manufacture of organic compounds containing 18O, a heavy isotope of oxygen. You have assigned the task of preparing ether B to a team of two staff experts, and you have stipulated that alcohol A must be used as a starting material (*O = 18O):A CH3  OH B CH3 -CH3

A member of your staff, Homer Flaskclamper, has proposed the following two possible syntheses and has come to you for advice.(1) (2) CH3 OH CH3 * OH HSO4 (trace) CH3OH NaH CHzl CH3 CH3 CH3 * CH3

Which synthesis would you advise Flaskclamper to use and why?

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Organic Chemistry

ISBN: 9781936221349

6th Edition

Authors: Marc Loudon, Jim Parise

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