Mechanisms (40 marks) 1 Draw the mechanism of each of the following reactions. (5 marks cach)...
draw or name structures in 1-3. in the reactions, draw the
products or write the reagents
Naming: 2) 5 - hydroxy-6-methyl-3,7-dioxo - 5-heptenoic acid DO 3) oH ich Y Reaction : 1) Mor - 1) | -| 1. Mg CI 2. CD 3. NH, C,H, 0. 1.H, OH 2. Br₂ , H₂O 3. PDC 1. MAI 2. H30+ 3. Ts CI 4. LDA
21-24 Identify the enzyme needed in cach of the following reactions as an isomerase, a decarboxylase, a dehydroge- nase, a protease, or a phosphatase a. CH-C-C-OH CH-C-H+CO b. СHо CH-OH НС-ОН C-O Но-СH HO-CH НС-ОН НС-ОН Но-СH Но-сн CHOPO, CHOPO O O с. но-с-СН-CH,-С-ОН- O но-с-СH—CH-С-Он + 2H HN-CH-C-NH-CH-COO +H-O CH CH, 2 H,N-CH-Co0 CH
5. Propose reasonable mechanisms to the following reactions: (5%) CHO CHO 1. OH CHO 2. HO, A co
Identify the mechanism by which each of the reactions above
proceeds from among the mechanisms listed. Use the letters
a - i for your answers.
ΝΗ Η H... U S penicillanase HMS X + H2O 06 T 02C HN N. CO, K. což k This is the way penicillin-resistant bacteria destroy penicillins. NH2 sob. I - NH; CI a Objetos Nis ci a = Proton transfer b = Lewis acid/base c=E2 elimination d=Sn2 Nucleophilic substitution e= Electrophilic aromatic substitution f=...
4.1.3 X 10', n = 5:4.3. 4.2. Suggest reasonable mechanisms for each of the following reactions. The materials are racemic, unless otherwise stated. ctions. The starting PHCHCI + PLOCH)3 = PhCH P(OC Hs)2 + CHCI CH CH. CH O H BSCI CH, CH₂ CH₂ CH CH but Bsci "OH pyridine CH Bso pyridine Bso HCBCCH CHỊCHCI - HẠC CCHỊCH,CHẠOCF O NaNO,H,O HCIO CH=o bự (CH4)ẠCAM-OH NaNO2, H2O NH, HCIO (CH) CH CHE (Ac), CHON H, heat but but OH (Ac),...
II. Draw the structure for the major organic product of each of the following reactions. (7.5 pts each, 45 pts) Ç(CH3) 30 1) PhČCI, AICI: 11. 2) Et2NH, H2, Raney-Ni, heat 12. ÇO,Me 1) EtMgBr (2 equiv.) 2) H20, H30* O 13. CNH2 1) Bry, NaOH, H,0 O 2) (CH3)2CHCCI, pyridine 14. Brą, H20 CHO HOEH H HOH НЕОН HO+H CH OH 15. H2N. ***** оо CO2 1) (CH3),COCOCOC(CH3)3 2) -N: C: NH- 16. CHO нон PhNHNH2 H+OH (3 equiv.)...
.
Draw the expected major product(s) or required
reagent(s) for each of the following reactions.
5. to 1. LDA ? (directed aldol condensation) 2. CH3CHO 6. HO OH H (cat) (-H20) ? (cyclic anhydride) 7. ? ? -NHCH3 5. to 1. LDA ? (directed aldol condensation) 2. CH3CHO 6. HO OH H (cat) (-H20) ? (cyclic anhydride) 7. ? ? -NHCH3
II. Draw the structure for the major organic product of each of the following reactions. (7.5 pts each, 45 pts) Ç(CH3)3 o 11. 1) PhČCI, AICI 2) EtANH, H2, Raney-Ni, heat 12. ÇO Me 1) EtMgBr (2 equiv.) 2) H20, H30* 13. o CNH2 1) Brą, NaOH, H20 o 2) (CH3)2CHCCI, pyridine 14. CHO HO+H H-OH Br2, H20 H-HOH HO+H CH2OH
Part I – Reactions Draw the expected major product(s) or
required reagent(s) for each of the following reactions.
Part 1 - Reactions (20 marks) Draw the expected major product(s) or required reagent(s) for each of the following reactions. Question Answer 1. MgBr 1. CH3CN 2. H30* 2. OH HT ОН 3. Br PPh3 1. BULI 2. CH20 CI (1 mole) ОН 5. 1. LDA ? (directed aldol condensation) 2. CH3CHO 6. HO H (cat) OH ? (cyclic anhydride) . (-H20)...
10. Which of the following roduct, if any, is not a heterocyclic amine? CHE HCNN Ho all of them are heterocyclic amines i Cho OH HOH OH LCH, HOW N & CH₂ IN-CH HO (e) (b) 11. What is the IUPAC har is the IUPAC name of the following compound pound? OOH 9 TOH OH 9 hydroxy-1.4-dimethyl-5-oxohexanoic acid hydroxy-2-methyl-5-oxohexanoic acid (d) 2-hydro ydroxy-2,5-dimethyl-6-oxoheptanoic acid 2-hydroxy-1-methyl-4-oxopentanoic acid (e) 3-hydrox 3-hydroxy-2,5-dimethyl-5-oxohexanoic acid O 3-hydroxy-2,5-dimethy 12. Predict the product/s, the product/s, if any,...