216%20F08-E2(2) - Name Page 3 IV(20 points For each of the...

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Name______________________ Page 3. IV (20 points). For each of the reactions given below, draw in the box provided the structure of the expected major reaction product and propose a reasonable step-by-step mechanism for its formation using the curved-arrow convention. Ph 3 P + _ O + O 4 + Ph 3 P=O (1) Mechanism: 6 4 Ph Ph O O NaOCH 3 HOCH 3 (2) Mechanism: 6
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Name______________________ Page 4. V. (4 points). The proton NMR spectrum of a mixture of acetone [(CH 3 ) 2 C=O] , p -dioxane (C 4 H 8 O 2 ) , and dichloromethane (CH 2 Cl 2 ), is integrated and results in step heights of 18, 12, and 2 mm for the signals at δ 2.17, 3.50, and 5.20 ppm, respectively. In what mole ratio are these three substances present? Provide your answer in the box shown below. No explanation required. No partial credit will be given to this problem. : : acetone : p -dioxane : dichloromethane = VI. (12 points). For each of the reactions given below, draw in the box the structure of the expected organic major product.
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