(b)The positively charged carbon in the carbocation intermediate is sp2-hybridized, and is planar.(c)Bromide ion attacks the carbocation from both above and below, giving rise to two stereo-isomers, cis- and trans-1-bromo-4-methylcyclohexane.4.37Examine the equations to ascertain which bonds are made and which are broken. Then use the bonddissociation energies in Table 4.3 to calculate ±H°for each reaction.(a)±H°5energy cost of breaking bonds 2 energy given off in making bonds5 953 kJ/mol 2 936 kJ/mol (228 kcal/mol 2 224 kcal/mol)5 117 kJ/mol (14 kcal/mol)The reaction of isopropyl alcohol with hydrogen fuoride is endothermic.(b)±H°5energy cost of breaking bonds 2 energy given off in making bonds5 816 kJ/mol 2 836 kJ/mol (195 kcal/mol 2 200 kcal/mol)5 220 kJ/mol (25 kcal/mol)The reaction of isopropyl alcohol with hydrogen chloride is exothermic.(c)±H°5energy cost of breaking bonds 2 energy given off in making bonds5 828 kJ/mol 2 774 kJ/mol (198 kcal/mol 2 185 kcal/mol)5 154 kJ/mol (113 kcal/mol)The reaction of propane with hydrogen chloride is endothermic.4.38In the statement of the problem you are told that the starting material is 2,2-dimethylpropane, that
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This note was uploaded on 09/20/2011 for the course CHM 2210 taught by Professor Reynolds during the Spring '01 term at University of Florida.