3. Draw the structures of each missing intermediate. 1)Br2 ,PBr3 CH3CH2OH HCI НГ) H2O 311 NaCN...
Diethyl malonate can be prepared by the following reaction sequence. Draw the structures of each of the missing intermediates in the boxes provided. 4. |сH,сH он. 1. Bry PBr3 OH 2. H2O не На NaCN HSO NC CH CH-OH осH сH, CH2 HQ, heat CH2 HCl OEt Et0 How would you prepare each of the following compounds using either an acetoacetic ester synthesis or a malonic ester synthesis? Show all intermediate structures and all reagents 5. COOH
2. Draw the missing structure 1) Mg (2) H- PBr3 A B (3) H20 (1) Li (1) MeLi (2) H20 (3) N20 (1) (2) H2O (1) 03 (2) Me2S (3) CrO3/ H2S04/ H20 H2SO4 HBr (1) Li (2) Cul (4) H20 s(A-I)
3- Draw the structures of A-I. H2O MgBr D PCC H2SO. HgSo. - B C 2. HCI/H, NaNH2 1. (sia) BH 2. H2O2, NaOH MgBr (excess) 1.03 NaCN (excess) CICI 2. Mes 2. HCI/H2O BrMg NaOH/H20 -H₂ Croa Brz, hy 1.BH3 2. H2O2 HCI/H2O
NaCN HCI, H20, heat SOCI compound b compound c compound a 1. LIATH 2. H2O compoundc compound d compound e Work out the complete synthesis on a separate sheet of paper, and then draw the structure of compound a.
1. HBr, H2O2 2. NaCN 3. HCI, H2O, heat 4. SOCI 5. NH3 6. LIAIH4 7. H20 Work out the synthesis on a separate sheet of paper, and then draw the structure of the final organic product. • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • Do not include lone pairs in your answer. They will not be considered in the grading. • Do not draw organic or inorganic by-products.
Draw the major product for each reaction. он. CH3 heat N(CH3)3 a. LiAIH4, Et20 b. H30*/H20 1. NaCN, DMSO Br 2. a. LiAIH4. THF b. H3O+/H2O 1. NaN3, DMSO Br 2. a. LiAIH4, THF b. H3O /H20 1. HNO3, H2SO4 2. SnCl2 3. Br2 4. a. HNO2, H2SO4 H3C b. H2PO2 NH2 1. NaNO2, HCI, H20 но 2. HBF4
Instructions 1. HNO3, H2S04 2. PCC 3. Na2Cr207, H2S04 4 Br2. FeBr3 5. PBr3 6. H2C=0 7. 1. LIAIH4 2. H30, H20 8. HBr 9. H20, H 10 CH3CH2CH2CI, AICI3 11. CH3CH2CH=PPH3 12 Zn-Hg, EtOH, HCI 13. Li, THE 14. 1. CH3CH2CH2MgCl 2. H20, H 15. KMnO4 16. HOCH2CH2OH, H30+ 17 CH3CH2OH, H 18. 1 2 CH3Li 2. H30+, H20 19. 1. Buli 2. H307, H20 20. 1. BH3 2. H202, NaOH Give the numbers from the reagent table for...
Give the major organic product(s) or intermediate(s) for each reaction. Remember stereo- and regiochemistry. Assume reagants are in excess unless otherwise stated benzaldehyde, H30+ NH2 NaBH3CN 1. excess CH3l 2. Ag2O, H20, heat 1. KOH 2 1. SOCl2 3. H30* 2.Et2CuLi 1. PBr3, Br2 1. MeONa/MeOH 2. H2O 2. H30* Give the major organic product(s) or intermediate(s) for each reaction. Remember stereo- and regiochemistry. Assume reagants are in excess unless otherwise stated benzaldehyde, H30+ NH2 NaBH3CN 1. excess CH3l 2....
Instructions 1. HNO3, H2SO4 2.PCC 3. Na2Cr207, H2S04 4 Br2. FeBr3 5. PBr3 6. H2C=0 7. 1. LIAIH4 2. H30, H20 8. HBr 9. H20, H 10 CH3CH2CH2CI, AICI3 11. CH3CH2CH=PPH3 12 Zn-Hg, EtOH, HCI 13.LI, THE 14. 1. CH3CH2CH2MgCl 2. H20, H 15. KMnO4 16. HOCH2CH2OH, H30+ 17 CH3CH2OH, H 18 1 2 CH3LI 2 H30, H20 19. 1. Buli 2. H307, H20 20. 1. BH3 2. H202, NaOH Give the numbers from the reagent table for the sequence...
13. Reactions: Fill in the missing products for each of the boxes in the following reaction sequences. (30) OH Na2Cr2O7 H2SO4 H2O PCC NaBH HOCH, PBr3 Br2, H20 NaH BrMg- 2. H2O* NaOEt 1. OsO4 2. NaHSO3