Chemistry 2311 Homework Problems- Chapter 8 (1) Complete each of the following reactions. (a) C CH3CH2CH3CCH3HHBr (b) (c) (d) Cl2, CCl4 (e) (f)(g) (h) (i) (j) (k) (l)(m) C CC2H5C2H5H2, Lindlar Catalyst. (n) (o) (p) C CH2H3CH3CICl (q) C CH2H3CH3CH2SO4, cold (r) H3CH3CBr2, CHCl3(s) H3CH3CBr2, H2O (t) KMnO4OH-, H2O, cold (u) KMnO4OH-, H2O, heat (v) CH3CH3H3C(1) O3, CH2Cl2, -78o C(2) Zn/HOAc (w) C CH3C CH3Br2 (1 mole)CCl4, 0o C(x) C CHH3CHBr, dark (y) C CHH3CHBr, peroxide (z) C CHCH3C2H5H(1) OsO4(2) NaHSO3, H2O (2) Write a mechanism for each of the following reactions. (a) C CHHC2H5HHBr(S) and (R) 2-Bromobutane(b) C CHCH3C2H5HBr2, CHCl3BrBrC2H5HHCH3BrBrC2H5HHH3C+ (c) (1) Hg(OAc)2, THF, H2O(2) NaBH4, OH-OH(3) Draw the structures of the unknown compounds in each of the boxes. HBrC2H5O-, C2H5OH(1) OsO4, Pyridine(2) NaHSO3, H2O(1) KMnO4, OH-, heat(2) H3O+O+CO2 + H2OCCH2H2CCH2H2CCCH3OOH4. How would you carry out the following transformations. You can use any organic or inorganic reagents. (a) 1-pentyne to 1-pentanol (b) 1-bromohexane to 2-bromohexane (c) cyclohexene to trans-2-bromocyclohexanol(d) 2-bromo-3-methylbutane to 3-methyl-1,2-butanediol (5) How would you chemically distinguish between each of the following pairs? (a) Cyclohexene and cyclohexane (b) 1-butyne and 2-butyne (c) cis-2-butene and
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