Solutions_Manual_for_Organic_Chemistry_6th_Ed 69

Solutions_Manual_for_Organic_Chemistry_6th_Ed 69 - 4-8 ( a)...

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Unformatted text preview: 4-8 ( a) 6.5° i s positive--one molecule became two smaller molecules w i th greater freedom of motion (b) 6. 5° i s negative-two smaller molecules combined into one l arger molecule w i th less freedom of motion (c) 6.5° c annot be predic ted since the number of molec ules i n reactants and products i s the same 4-9 ( a) initi ation propagati on termination (2) + i ((34)) Cl+ + i (5) + + (1) C l· Cl h • h� Cl - C 1 "�,, - hv 2 C l· � h CH • H -CH 2 CH3 - H-Cl + • C H2 CH3 C l· 2 CH3 - Cl - CH2 C H3 + ( 6) Cl - CI Cl Cl· Cl- C H 2 CH3 • C H2CH3 Cl· • C H2 CH 3 - CH 3CH 2 CH 2 CH3 C H3CH 2• (b) s tep ( 1 ) step s tep (2) (3) ( break Cl-Cl break H-CH 2 CH3 make H-Cl step break Cl-Cl make Cl-CH2CH3 step (3 ) (2) !ili0 !ili0 !ili0 !ili0 !ili0 !ili0 /�lr = = = = = = ( c) 6. HO for the reaction is the sum of the !ili 0 v al ues of the individual propagation steps: - 2 1 kJ/mole - 5 kcal/mole + 242 + 431 +242 339 - kJ/mole -2 1 kJ/mole (-5 kcaUmole) 4 1 0 kJ/mole k cal/mole) kJ/mol e (- 1 03 kcal/mole) kJ/mole k J/mole (k callmole) k cal/mol e) - (+ 58 (+ 98 (+ 5881 k cal/mole) ++ - 23 h� h = -97 kJ/mole (-2 3 kcaUmole) - 97 kJ/mole = = k c allmole 1 1 8 kJ/mole - 28 kcaUmole) 4 - 1 0 (a) i nitiation p ropagati on step ( 1 ) step (2) (2) i (1) hv Br - B r ,,�� H -CH 3 B r· B r- Br ( 3) �h + 2 + - b reak B r-Br break H-CHl make H-B r step (2) break B r-Br make B r-CH3 step 6 7 kJ/mole !ili0 • C H3 = - step (3) (++ !ili0 !ili0 M-I0 = = = (3) - !ili0 !ili0 M-I 0 +67 kJ/mole (+16 kcaUmole) = = = H-Br + Br-CH3 + + 192 (+ 46 35 + 4368 (+ 88 92 + 1293 (+ B r· • C H3 kJ/mole - B r· k callmole) 1 04 kcal/mole) kJ/mole k callmole) kJ/mole ( - -1 0 1 kJ/mole (-24 kcaUmole) 4 6 kcal/mole) kJ/mole kJ/mole ( - 70 kcal/mole) ( b) 6.HO for the reaction is the sum of the I'IJJO val ues of the individual propagation steps: 1 6 kcallmole - 34 kJ/mole kJ/mole k callmole = - 8 kcaUmole) = + + - 24 101 61 ...
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