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Chem210-1 F08 Ex3 p06a

Chem210-1 F08 Ex3 p06a - Remember you should only provide...

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5. Starting with cyclohexanone (compound 'Y' below), provide a series of reactions which would result in the synthesis of compound 'F', also below. Besides cyclohexanone, you can use any neutral organic compounds of 2 carbons or less, as well as any of the reagents commonly seen in the course (for example, an organic of more than 2 carbons commonly used as an oxidizing agent or a base would be acceptable as such a reagent).
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Unformatted text preview: Remember, you should only provide reaction recipes (the reagents needed), and the substances formed after each reaction - your answer should include NO mechanisms. (12 points). O O H 3 C 'Y' 'F' [the presence of 3 arrows here is not meant to imply 3 reactions] C C H H NaNH 2 C C H O C CH H 3 C Br O C CH H 3 C H 2 / Pd / BaSO 4 quinoline (or Na / NH 3 (l)) O HC H 3 C CH 2 CH 2 I 2 / Zn-Cu O H 3 C 'F'...
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