Methyl acetate (CH;COOCH3) is formed by the reaction of acetic acid with methyl alcohol. If the methyl alcohol is labeled with oxygen-18, the oxygen-18 ends up in the methyl acetate: CH;COH + HSOCH3 CH;Č18OCH3 + H,O (a) Do the C-OH bond of the acid and the O-H bond of the alcohol break in the reaction, or do the O-H bond of the acid and the C-OH bond of the alcohol break? (b) Imagine a similar experiment using the radioisotope H, which is called tritium and is usually denoted T. Would the reaction between CH;COOH and TOCH; provide the same information about which bond is broken as does the above experiment with Hl$OCH;?

Methyl acetate (CH;COOCH3) is formed by the reaction of acetic acid with methyl alcohol. If the methyl alcohol is labeled with oxygen-18, the oxygen-18 ends up in the methyl acetate: CH;COH + HSOCH3 CH;Č18OCH3 + H,O (a) Do the C-OH bond of the acid and the O-H bond of the alcohol break in the reaction, or do the O-H bond of the acid and the C-OH bond of the alcohol break? (b) Imagine a similar experiment using the radioisotope H, which is called tritium and is usually denoted T. Would the reaction between CH;COOH and TOCH; provide the same information about which bond is broken as does the above experiment with Hl$OCH;?

Introduction to General, Organic and Biochemistry

11th Edition

ISBN:9781285869759

Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres

Publisher:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres

Chapter10: Organic Chemistry

Section: Chapter Questions

Problem 10.57P: Aspirin is prepared by the reaction of salicylic- acid with acetic anhydride as shown in the...

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