Final - Fall 200612

Final - Fall 200612 - 27. (4 pts) What is the best sequence...

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12 27. (4 pts) What is the best sequence of reactions to synthesize the desired product? 1 23 Pr NH 2 Step 1 Step 2 Step 3 a) HNO 3 /H 2 SO 4 PrMgBr/H 3 O + H 2 /Pd b) HNO 3 /H 2 SO 4 AlCl 3 /PrBr H 2 /Pd c) AlCl 3 /PrCl HNO 3 /H 2 SO 4 H 2 /Pd d) HNO 3 /H 2 SO 4 H 2 /Pd PrMgBr/H 3 O + e) AlCl 3 /EtCOCl HNO 3 /H 2 SO 4 H 2 /Pd Comments: This question tests synthesis of aromatic compounds, including the directing effects of functional groups. There are several variants of such questions in the practice set (also see “the last
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