hw8 - Chemistr 2311 omework Problems- Cha ter 8 Section I:...

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Unformatted text preview: Chemistr 2311 omework Problems- Cha ter 8 Section I: I. Write the structure of the major organic product formed in the reaction of 2-methyl—2—butene with each of the following: (:1) HC] (b) HBr (c) HBr in the presence of peroxides 6 t’ (d) Dilute H2804 (e) Brz in H20 (f) Br2 in CO4 3V Aw 6" 0 H’ +/ @l‘l i l 6/ (g) 03, then Zn, HOAc (h) BHgTHF, then H202, OH' (i) 0804, then NaHSO3/HZO it 0 JLH f H, O H’ D! (j) KOtBu, CHC13 (k) Hg(OAc)2, in THF and H20, (l) KMnO4, OH', heat, then H3O+ then NaBH4, OH’ 4% p a a m at (M JL l’ )Lult 2. The following reactions have been reported in the chemical literature. Give the structure of the principal organic product in each case. 0 CH3 + 1.B2H6 on» mm b) -—> M’ 'l/ H’ 2. H202,HO' CH3 OH DH, 1.0 c) _; l r c? 0% 2.1420 1 Section II: 3. Write a mechanism for the formation of each of the observed products in the following reaction. a. Section III: Indicate True (T) or False (F) for each of the following statements. 1’ (a) Carbocation intermediates are not involved in hydroboration oxidation r, (b) Syn addition is observed in the reaction of bromine with cyclohexene. pm) Hydroboration-oxidation affords products with Markovnikov regioselctivity. 4’ (d) Hydrogenation of alkenes is an exothermic process. ((e) During halohydrin formation, the halogen adds to the carbon that has the greater number of hydrogens. Section IV: 4. Suggest a sequence of reactions suitable for preparing each of the following compounds from the indicated starting material. You may use any necessary reagents. OH a) k /\/OH CD “230%; A Q 51+ rn+F Dr W “’7 H7924 Cl Cl \\\\OH b) Cl LWCD NQlSE'l’ of km W G 01,:7/0 (Not, WlOMWl/N AMA-hem H ...
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hw8 - Chemistr 2311 omework Problems- Cha ter 8 Section I:...

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