SI_-_Exam_3_Worksheet

SI_-_Exam_3_Worksheet - 2 NH 2 Cl O 2 N NO 2 25. NO 2 NH 2...

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1. 2. 3. 4. 5. H 3 CO O H 3 CO O H 3 CO O H 3 CO O 1. 2. NaOCH 3 Ph O 1. NaOCH 3 2. H 3 CO OCH 3 O O 3. H + 1. i) LDA ii) H + O O 1. O OCH 3 2. H 2 SO 4 i) ii) H + Ph O Ph O OCH 2 CH 3 1. NaOCH 2 CH 3 2. H + Organic Chemistry 2 - Exam 3 - Worksheet 3&11 4565 7 89: 4445
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6. 7. 8. 9. 10. O OCH 3 O O OCH 3 1. NaOCH 3 1. i) NaOH/H 2 O ii) H + Heat O O 1. LDA 2. O 3. H + LDA H 2 SO 4 H 3 CO O OCH 3 O 1. NaOCH 3 2. Br OOH O Cl NaN 3 i) LiAlH 4 ii) H + ii) H + i) O O O O more than 1 step N H 2 O, CH 3 OH Ag 2 O 1. CH 3 Cl xs 2.
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11. 12. 13. 14. N H 1. 2. H + O H 2 /Ni Ag 2 O H 2 O, CH 3 OH EtO O OEt O EtO O OEt O More than 1 step O More than 1 step NH 2 More than 1 step OH NH 2 ? = 1. CH 3 Cl xs 2.
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15. 16. 17. 18. 19. Cl NH 2 Cl H O O + N H H + H 2 Ni 1. CH 3 Cl excess 2. Ag 2 O, H 2 O Cl NaCN H 2 , Ni O H + H 2 , Ni NH O LiAlH 4 H 2 O 1. 2. 1. CH 3 Cl excess 2. Ag 2 O, H 2 O Cl NaCN CH 3 MgBr 1. 2. H + H 3 O + ! ? = ? = ? = ? = ? = ? = ? = ? = ? = ? = ? = ? =
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20. 21. 22. 23. 24. Cl O 2 N NO 2 Br O 2 N NO 2 H 2 N NH 2 Synthesis: F NH 2 OH NH 2 NO 2 NH 2 CH
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Unformatted text preview: 2 NH 2 Cl O 2 N NO 2 25. NO 2 NH 2 N 2 + Cl-Cl H 2 N Cl-+ N 2 26. 27. 28. Synthesis: CN N 2 + Cl-OH ? = ? = ? = ? = ? = ? = ? = O OH NH N(CH 3 ) 2 O CH 3 29. 30. 31. 32. 33. NH 2 NO 2 O O O O NO 2 OH Cl Br CO 2 H Br NH 2 O O O 2 N OH OH 34. 35. 36. 37. 38. Cl OCH 3 F I O 2 N 1 mol equiv. NaOCH 3 O O AlCl 3 ! OH OH O SOCl 2 AlCl 3 ! Cl CH 3 HNO 3 H 2 SO 4 ? = ? = ? = ? = CH 3 O 2 N CH 3 CH 3 Cl AlCl 3 (just one molar equivalent) 39. 40. 41. 42. 45. OH O OH NO 2 OH Br OH Na Cl 200 C ! ? = NH 2 NH 2 NH 2 O HO NH 2...
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This note was uploaded on 12/14/2011 for the course BIO 2870 taught by Professor Spranger during the Spring '08 term at Wayne State University.

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SI_-_Exam_3_Worksheet - 2 NH 2 Cl O 2 N NO 2 25. NO 2 NH 2...

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