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chm2211ps6sol - C CH 2 Cl CH H 3 C CH 2 Cl Br CH 2 CH 2 CH...

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HNO 3 H 2 SO 4 Br 2 Fe Sn HCl NO 2 NO 2 Br NH 2 Br KMnO 4 reflux SOCl 2 reflux t-butylbenzene AlCl 3 cis-2-butene Zn(Hg) HCl Br 2 (1mol) heat OH - H 2 O KMnO 4 reflux C CH 3 OH O C CH 3 O Cl t-But C CH 3 O t-But CH 2 CH 3 t-But CH CH 3 Br t-But CH CH 2 t-But COOH Organic Chemistry II Problem Set 6 Solutions Benzene Reaction Sequences 1. 2.
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CH 3 CH CH 3 OH PCl 5 AlCl 3 Cl 2 hv Cl 2 FeCl 3 NaOEt EtOH HBr ROOR CH 3 CH CH 3 Cl CH CH 3 CH 3 C H 3 C CH 3 Cl C H 3 C CH 3 Cl Cl C H 3 C CH 2
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Unformatted text preview: C CH 2 Cl CH H 3 C CH 2 Cl Br CH 2 CH 2 CH 3 NBS KOH(alc) warm Hg(OAc) 2 THF, H 2 O a. b. NaBH 4 Dilute Chromic Acid a. CH 3 MgBr PCC b. H 3 O+ CH CH 2 CH 3 Br CH CH CH 3 CH CH 2 CH 3 OH C CH 2 CH 3 O C CH 2 CH 3 OH CH 3 no reaction 3. 4....
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