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KOKOH.HO b) ROOR HBr CH.CH, Lindlars catalyst Ві; e) CH,
Draw the major organic product of the following reaction. 1) Br2 hv HBr ROOR HBr ROOR
A set of reagents to accomplish the following transformation is: H.C (A) 1. PCC, CH.Cl: 2.CH,MgBr; 3. H,0; 4. HBr (C) 1. PCC, CH.CI2.CH,MgBr; 3.1909, 4. Brz (B) 1. HBF, ROOR; 2. CH,MgBr; 3. M,0", 4. PCC, CH,Cle (D) 1. Br; 2. Mg, ether; 3. CH,Br
Write the products and mechanisms for the following:
HBr 9. HBr/ROOR l0 MCPBA H/Pd/C HzALindlar
1) R'-MgBr in THF 2)H,o NaH Ho or OH PAA X2. H20 1) Hg(OAc)2, R'OH 2) NaBH4, NaOH, H20 Os0 NaHSO, H2O I) 2)CH, SCH HyIO HBr ROOR 1)BH3. THF 2)H202, NaOH, H2O Mg, THF PBr3 NaOH )OTHF 2) H30 CrOj. H,SO, 1) NaH 2)RXDMF "О-R DMF PCC DCM ) THF 2) H3O+ SOCI pyridine Li Hexanes
H2O2 k) H + BHZ NaOH
Which sequence will give pentanoic acid? (2 pts) 4. 1. BH3. THF 2. NAOH, H202, H20 H* 1. HBr, ROOR C. Butene Butene A. 2. NACN, ACN 3. KMnO4. 3. KMnO4, H* 1. BH3.THF 2. NaOH, H202 H20 3. H30*, heat 1. HBr, ROOR D. В. Butene Butene 2. NACN, ACN 3. H30*, heat
NET Ι Ι 1. O 2 NaOH (2 equivalents) 2. (H3C) MCPBA 15 13 NBS light or ROOR 1. BH3 2. H,O, NaOH 16 1. OsO4 2. H2O HBr, ROOR 20 H2 {Pd) 17 Bre, hv 19
ROOR heat n b Select one: a. a b.b C.
Draw the organic products formed in each reaction. adu Her HBr HBr ROOR BP 2 NBS hv