23Dime PROTON 8. (4 points each) Complete the following two reactions, No2 reduction 1) LIATH, (excess) 2) H,09 (Ma...
C. REACTIONS: (8 points each; 40 points total) For each of the following reactions or series of reactions, draw the final major organic product, reactant, or reagents in the box. Be sure to indicate STEREOCHEMISTRY where pertinent. In multiple step reactions, you may place intermediate products below the reaction for partial credit. 1. NH2 2. 1) NBS, hv 2) NaCN 0.5 eq 3) NaOH, H20 4) HCI 3. 1) NaBH4 2) MCPBA 3) NaOH 4) excess acetic acid, H+
14. (4 points each) Complete the following reactions showing the major organic product). 2 CH,NH CH CH,OH Ci pyridine 2. 2CH,NH2 Ci AICl I. excess CH,MgBr 2. H CH,CH,CH OH NaOH 14. (4 points each) Complete the following reactions showing the major organic product). 2 CH,NH CH CH,OH Ci pyridine 2. 2CH,NH2 Ci AICl I. excess CH,MgBr 2. H CH,CH,CH OH NaOH
3. Predict the product of the following reactions. 1) CH3CH NO2, NaOH 2) HCI, H,0 1) CH3NO2, NaOH 2) HCI, H,0 1) PhCHO, NaOH 2) HCI, H20
8. (4 points each) Complete the following two NO2 -NHNH2 + V ON- reduction 1) LIAIH, (excess) 2) H30*
3. Complete each of the following reactions. Draw the structure of the organic product or products in the space provided. Show stereochemistry if appropriate. (3 points each) SN2 reaction (a) (CH3)CHCH2Cl + NaCN Sn1 reaction (b) (CH3)CHCH,CI + NaCN (C) M Sn2 reaction ¢l + NaOH - ACH. E1 reaction (d) (CH3)3CCH,OH + HCI major product Ez reaction Cl + NaOH - LCH3 н Ereaction Cl + H20
For each of the following reactions supply the missing starting material(s) or final organic product(s) in the bobxes provided. HO Ph 1) LiAlH4 2) H20 Me Me Mel Br2 H30 1) PBr3, Br2 2) H20 OH excess NaOH 1) excess Br2 2) H30 Reaction Name:
8. (4 points each) Complete the following two NO2 -ΝΗNH2 O2N- H Teduchion 1) LIAIH (excess) 2) H30*
2) What is the product of the following reactions [8 Points] HO 1) NaOH 2)CH3Li 3)H*, H20 1) CH31 (Excess) 2) Ag20 3) Heat 1) LDA 2) CH3Br
2) What is the product of the following reactions [8 Points) HO 1) NaOH 2)CH2Li 3)H+, H20 OH 1) CH3I (Excess) 2) Ag20 3) Heat 1) LDA 2) CH2Br
4. Synthesis Reactions. Draw the feature product of the following reactions. (8 x 3 pts) 1. Mg Ph Br 2. CO2 3. H a "NH2 Ph 1. NaOH, CI 2. LAIH b. CHỊCH NHA NaBHgCN, H+ Ph C. Br (excess) NH d NaOH H HO OH H CH e. 1. NaOH H2O NH 2. H+ o= 1. NaOH H2O 2. SOCI N(CH3)2 3 HO