based on the reactivity of the reagents and the possible
products are as follows
3 (24 pts) Give the structure of the major organic product of each of the following...
1. (15 pts) Give the structure of the major organic product formed in each of the following reactions. H, (1 atm) HC-CEC-CHE- Lindlar Catalyst HCI HAC-CEC-CH. Large Excess CI HAC-CEC-CH3 - 1. (Sia), BH HyC-CEC-CH3 2. H,O,, NaOH (Sia),BH BrHCEC Na NH, (liu)
17. Draw the structure of the major organic product(s) for each of the following reactions. Indicate stereochemistry when appropriate. OCHY NISH store (S)-2-bromononane KOH CHOE NaCN Acetonitrile NaOH Acetone ROOR + Na o
17. Draw the structure of the major organic product(s) for each of the following reactions. Indicate stereochemistry when appropriate. C(CH3)3 NASH Br (S)-2-bromononane - acetonitrile KOH CH,OH NaCN HE Br Acetonitrile C2H5 H, Br NaOH Acetone excess HBr ROOR HC1 + Br Na o DMSO
2. Give the structure of the major organic product for each step in the following reaction sequences. 1. LAH POC 2 HO CH.CH Zn(Hig) FeBr. HOI heat KOH, heat H,SO 1. BH-THE 1. CH,Mgi 2. H,0* heat 2.H.O., NaOH TSCI pyridine Nal NaCN EROH-H,0 aantone CH,ON Nacro, H,SO, H,0 CH, OH
1. (20 pts) Give the structure of the major organic product (including stereochemistry if appropriate) formed in each of the following reactions. SOCI CH,CO,H (peroxyacid) PCC CH.CZ • PCC = Pyridinium Chlorochromate Nah Benzene AICI Na,Cr, H,so, (aq) heat Zn(Hg) HCI heat NASH Ethanol-Water Continued on opposite sido
4. Give the major organic product(s) for each of the following reactions or sequences of reactions. H Br 1. N.CN 2. NaOH,H,O, heat 3.H30 Ind o do CH,COOH 1. LiAlH, THF, heat 2.H,0 HO CH Br 1. NaCN, acetone 2.H30, heat h ome couco C:03, H30* он
7. You think organic synthesis is a headache? Why not make some aspirin? Starting from phenol, how would synthesize the product with the given list of chemicals below. (5 pts) There is more than one way to do this. Do worry about specific solvent conditions only reagent conditions you List of reagents: HO Ethanol Methanol Actone HC H,SO, (fuming) H,SO HNO NaOH NH, NaNH Phenol Aspirin Jones Reagent mCPBA NHNH2 SOC LiAIH Zn Hg Pyridine TMSC NaBH Lindlars Catalyst Pd...
" LU PUMPS 1. Draw the major product formed from the following elimination reactions. (4 pts) NaOEt EtOH, heat 85% H3PO4 80° C heat Y + t-BuOKA-BOH EtOH + NaOEt 55°C - Complete the following reactions with correct stereochemistry (4 points) 1. Sia BH 1. =co Na 2 H₂Oh 2. H2O2, NaOH Na NH3 mCPBA Line- correct stereochemistry correct stereochemistry
1. PREDICT THE PRODUCT: Provide the structure of the major product expected from the following reactions or reaction sequences. Make sure you account for any regio- and/or stereochemistry! (24 pts.) H2O 1. Hg(OAC), CH, OH 2. NaBH H2SO4 H20 1) BH-THF 2) H202, KOH HBr Bry, H2O HBr ROOR 1. BH3-THF 2. H2O2, NaOH H20, H2SO4 1. NaNH2 H2 H-CEC-CH2 CH2 CH3 2. CH CH Br Lindlar cat 1. Sia BH-THF 2. H2O2, H2O
11. Give the MAJOR organic products of each of the following reactions. Indicate stereochemistry of th products where appropriate. [3 points each-15 total] K* "O Н.О . Na OCH THF HO CH-CH2O Na DMF Total points this page