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Solutions_Manual_for_Organic_Chemistry_6th_Ed 79

Solutions_Manual_for_Organic_Chemistry_6th_Ed 79 - 4-40 c...

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4-40 continued (c) break (CH3hC-OH and H-Cl, make (CH3hC-Cl and H-OH kJ/mole: ( + 381 + + 431) + ( - 331 + - 498) = -17 kJ/mole kcal/mole: ( + 9 1 + + 103) + (-79 + -119)= -4kcallmole (d) break CH3CH2-CH3 and H-H, make CH3CHrH and H-CH3 kJ/mole: ( + 356 + + 435) + ( - 410 + -435) = -S4kJ/mole kcallmole: ( + 85 + + 104) + ( - 98 + -104) = - 1 3 kcallmole (e) break CH3CHrOH and H-Br, make CH3CHrBr and H-OH kllmole: ( + 381 + + 368) + ( -285 + - 498) = - 34 kJ/mole kcal/mole: ( + 91 + + 88) + ( - 68 + - 119)= - 8 kcallmole 4-41 Numbers are bond dissociation energies in kcallmole in the top line and kl/mole in the bottom line. < >- C H2 > CH2 = CH C H2 > (CH3 hC > (CH3)zCH > CH3CH2 > CH3 85 87 91 95 98 104 356 364 381 397 410 435 most stable least stable 4-42 (a) o _ ey Cl Only one product; chlorination would work. Bromination on a 20 carbon would not be predicted to be a high-yielding process. (b) ey CH3
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