Reactions of Alkenes HBr (aq ) H2, Pd/C HBr/ ROOR 1) Hg(OAc)2 , H2 O/THF 2) NaBH4 Dr. Ron Rusay Fall 2004 H3 O+ 1) BH3 2) H O / OH2 2 Cl2 / H2 O Br2 Br Br HBr (aq ) HBr (aq ) H2, Pd/C HBr/ ROOR H2, Pd/C HBr/ ROOR Br 1) Hg(OAc)2 , H2 O/THF 2) NaBH4 1) Hg(OAc)2 , H2 O/THF 2) NaBH4 H3 O+ 1) BH3 2) H O / OH2 2 Cl2 / H2 O H3 O+ 1) BH3 2) H O / OH2 2 Cl2 / H2 O Br2 Br2 Br Br HBr (aq ) H2, Pd/C HBr (aq ) HBr/ ROOR H2, Pd/C Br 1) Hg(OAc)2 , H2 O/THF HBr/ ROOR Br 1) Hg(OAc)2 , H2 O/THF 2) NaBH4 H3 O+ OH 1) BH3 2) H O / OH2 2 Cl2 / H2 O Br2 2) NaBH4 H3 O+ OH 1) BH3 2) H O / OH2 2 Cl2 / H2 O Br2 OH 1 Br Br HBr (aq ) H2, Pd/C HBr (aq ) H2, Pd/C HBr/ ROOR HBr/ ROOR Br 1) Hg(OAc)2 , H2 O/THF 2) NaBH4 H3 O+ Br 1) Hg(OAc)2 , H2 O/THF 2) NaBH4 OH 1) BH3 2) H O / OH2 2 Cl2 / H2 O H3 O+ OH 1) BH3 2) H O / OH2 2 Cl2 / H 2O Br2 Br2 OH OH Br OH Br Cl Br Br Br Br H2 , Pd/C HBr (aq ) H2, Pd/C HBr (aq ) HBr/ ROOR HBr/ ROOR Br 1) Hg(OAc)2 , H2 O/THF 2) NaBH4 H3 O+ Br 1) Hg (OAc)2 , H2 O/THF 2) NaBH4 OH OH H3 O+ OH OH 1) BH3 2) H O / OH2 2 Cl2 / H2 O 1) BH3 2) H O / OH2 2 Cl2 / H2 O Br2 Br2 OH OH OH Br Cl OH Br Cl Br Br 2
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