Alkenes Reactions and Synthesis .ppt

* * * * * * * * * * * * * * * * * * * * * Natural rubber is obtained from the bark of the rubber tree, Hevea brasiliensis, grown on enormous plantations in Southeast Asia. * * * * Figure 9.16: Stereochemistry of the addition of H2O to the chiral alkene, R -4-methyl-1-hexene. A mixture of diastereomeric 2R,4R and 2S,4R products is formed in unequal amounts because reaction of the chiral carbocation intermediate is not equally likely from top and bottom. The product mixture is optically active. * * * * * * * * * * * * * * * * * * * * * * * * * * * Figure 7.8: Catalytic hydrogenation of polyunsaturated fats leads to saturated products, along with a small amount of isomerized trans fats. * * * * * * * * * * * * * * * * * What is the best reagent to carry out the following reaction? CH2Cl2/Zn Cu CH2l2/Zn Cu ; Cl2 CH2Cl2/KOH CHCl3/KOH Cl2/H2O, CH3I/KOH Solution: Which of the following reactions would not yield at least one alcohol functional group? hydroboration of an internal alkene, followed by H2O2/NaOH reaction of a mono-substituted alkene with NBS/H2O/DMSO osmium tetroxide oxidation of a tetrasubstituted cyclic alkene, followed by NaHSO3 oxymercuration/demercuration of terminal alkene oxidative cleavage of a tetrasubstituted alkene using KMnO4/H+ Learning Check: Which of the following reactions would not yield at least one alcohol functional group? hydroboration of an internal alkene, followed by H2O2/NaOH reaction of a mono-substituted alkene with NBS/H2O/DMSO osmium tetroxide oxidation of a tetrasubstituted cyclic alkene, followed by NaHSO3 oxymercuration/demercuration of terminal alkene oxidative cleavage of a tetrasubstituted alkene using KMnO4/H+ Solution: Which of the following compounds would yield trialkylborane shown below when treated with BH3/THF? 2-methylbut-1-ene 2-methylbut-2-ene 3-methylbut-1-ene 2-methylpropene E -2-pentene Learning Check: Which of the following compounds would yield trialkylborane shown below when treated with BH3/THF? 2-methyl