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- 2) Write the major products A- P for each of the following reactions. (70 point) HBr CH,CH,OK* CH;CH,OH t-BuO'K a) Br t-BUOH Br,/ H20 F Br KMNO/ OH Zn 1) 0, 2) Zn/ CH;COOH b) Br NANH, CH,CH,I H. Li NH; -78°C d) A concd. H,SO, L. H,O/ H Br, CCl, excess NaNH, hear NH,Page of 11 ZOOM + Section A (continued) A18. Give suitable nucleophiles (1 and 2) for the following organic reactions: 1 2 H3C H3C OMe H3C 1 = MEOH; 2 = NH3 1 = H2O; 2 = NH2ET 1 = NaOMe; 2 = NH2ME 1 = MEOH; 2 = NH2ET %3D %3D В %3D %3D A19. How would you categorize the atoms labelled in the figure below? H2N CH3 Atom B Atom A Both atom A and atom B are electrophilic Atom A is nucleophilic; Atom B is electrophilic Both atom A and atom B are nucleophilic Atom A is electrophilic; Atom B is nucleophilic A B A20. Rank the following acids from highest to lowest pKa. CI CI F CH3 Но HO CI HỌ Но CI A C D А A>D>B> C C>D>B>A C A >B> D> C C > B >D> A 明 ABC6) What is the nucleophilic site in the following compounds? H3C-0-CH3 H2C=CH2 CH;NH2 II II A) | = Hydrogen; I| = TT electrons in bond; III = nitrogen. %3D B) | = Oxygen; II = carbon; III = nitrogen. C) Hydrogen; II = carbon; III = carbon. %3D D) | = Oxygen; II = TT electrons in bond; III = nitrogen.
- 4. (4a) + NaHCO, - H2O + (4b)_ 5. CH;COOH + CH;CH2OCOCH3 + H2O -COCH3 6. (6a) (6b) - + H2OWhich of the Allwing Paren thesis) has the highest molor heat Cupacity a) Glyeine (97A) 6) Alanıne (121 A) f Leucine (1AI A) Phunylalanıne (228 n") S Tryptophan (204 A) Omino aud residues (accessible surfaa area in In water?a) Complete the following reactions: (i) H3C-C-Ci + H2O A + B (ii) HO H;C. CH3 SOCI, с + D + so, (iii) H;O* HCN E F CH;CH, `CH;3 (iv) CH;CH,CH,CH,CH,Br + NH3 G + H excess
- What i the MAJOR praduct of the reaction below? Ch H3C- - NHČCH3 FeCl - NHČCH; H3C- H3C- - NHČCH; © H;C- - NHČCH, O H3C- - NHCH;Which of the following reaction scheme is expected to atford the tollowing product? HO ОН O The following scheme: 1. Mg, Et,0 Br 2. H H. 3. H;O* O The following scheme: 1. Mg. Et.O HO Br H. H30* O The following scheme: 1. TBS-CI, imid., CH CI, HO Br 2 Mg. Et,0 3. H. 4 H30* 5 Bu N*F THF O The following scheme: 1. Mg. Et,O Br 2. 3. H3O* O The following scheme: 1 BrMg 2 H;0 astimeThe followmg reacthon was studied at 25 C in henzene solution containing 0.1 M pyridine. CH.OH + (CH.),CCI CH,OC(C,H), IICI The following setx of data were observed Inihal concentiation AL, min Final C), M [B, M 0.05 IC M 0.0000 0.10 25 0.0033 0.0039 0.0077 0.10 0.10 15.0 0 10 0.20 O Whut ratc law is consistent with the above dau undhat ix the hest avernge valuc fo the rate constani, expressed in seconds and molur conceniration units? 0.0000 7.5 Ansuer: O Roode law: k[AJ[B] O Averoge value rade Constant -3. -1 =4.335X10 M's"
- 1:39 17. Provide the major organic product of the reaction shown. Ph O 1. Et-MgBr (xs) 2. H₂O+ Actual S Sen cel5. The safonification of ethyl acetate in sodium hydroxide solution at 30^oC СНЗСООС2H5 + NaOH СНЗСОONa + С2H5ОН was studied by Smith and Lorenson (J. Am Chem. Soc.,61 (1939), 117). The initial concentration of ester alkali were both 0.05 mol.dm^-3, and the decrease in ester concentration x was measured at the following times. x 10^-3/mol dm^-3 5.91 11.42 16.30 22.07 27.17 31.47 36.44 Time/ min 4 15 24 37 53 83 Calculate the rate constant for the reaction. (Avery, 18)Which of the following reactions will produce acetophenone as a major product? OH ||| o O O O O O || AICI 3 IV all of these 1. 03 2. DMS || IV PCC CH₂Cl2 H 1. CH3MgBr 2. H₂O 3. PCC/CH₂Cl₂