chm2211ps3sol - Organic Chemistry II Problem Set 3...

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Organic Chemistry II Problem Set 3 Solutions Reaction of Substituted Benzene Write products for these reactions. If no reaction occurs, write N.R. 1. 2. 3. 4. 5. No reaction 6. 7. 8. 9. anisole HNO 3 H 2 SO 4 OC O Br 2 FeBr 3 Br 2 FeBr 3 CN H O H 3 C Cl AlCl 3 C CH 3 O Cl aniline i-Pr-Cl AlCl 3 C O O H 3 C t-Bu-Cl AlCl 3 CH CH CH 3 HCl EtCl NBS KOH(alc) cold dilute AlCl 3 heat KMnO 4 toluene AlCl 3 CH CH 3 CH 3 Cl a. excess KMnO 4 / OH - reflux b. H + OCH 3 NO 2 OCH 3 NO 2 + O Br O Br + H O H 3 C Br H O H 3 C Br + Cl C CH 3 O Cl C CH 3 O + NO REACTION (Deactivated Ring) CH CH 2 CH 3 Cl CH CH 2
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chm2211ps3sol - Organic Chemistry II Problem Set 3...

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