Oil of marjoram contains a pleasant, lemon-scented substance, C 10 H 16 (compound G). Upon ozonolysis, G

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Oil of marjoram contains a pleasant, lemon-scented substance, C10H16 (compound G). Upon ozonolysis, G forms two products. One of them, H, has the formula C8H14O2 and can be independently synthesized in the following way.

1. Mg. (CH,CH,),O 1. ВН. THF 2. Н.О.. NaOH 3. РСС, СH-C > H H3C 2. Н.С. СНCH РСС, СН,C C3H160 → C3H140 H;C CH,Br I J


From this information, propose reasonable structures for compounds G through J.

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Organic Chemistry structure and function

ISBN: 978-1429204941

6th edition

Authors: K. Peter C. Vollhardt, Neil E. Schore

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