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Unformatted text preview: instead of substitution reactions.) R Cl O + HO CH 3 R OCH 3 O substitution product electrophile nucleophile Nucleophilic Acyl Substitution reaction Nucleophiles = water, alcohols, amines, hydride (H: ), and carbon anions (such as RLi and RMgBr) Acylation reactions for the synthesis of Aspirin TM Synthetic Option 1: (be able to draw a curved arrow mechanism for this reaction) OH OH O O OH O O H 3 C salicylic acid acetylsalicylic acid aspirin TM acetylation reaction + + Synthetic Option 2: OH OH O O OH O O H 3 C salicylic acid acetylsalicylic acid aspirin TM + + What are the advantages of synthetic option 1? What are the advantages of synthetic option 2? What structural features do aspirin and heroin have in common? O O H O N H (heroin) H 3 C O H 3 C O diacetylmorphine CH 3 O OH O O H 3 C acetylsalicylic acid aspirin TM...
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