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- CH3 to Br- -H + Nal • product; Sy2 product of the reaction is : Аcetone H- -CH3 CH2 – CH3 CH3 CH3 CH3 CH3 it it -H H- -CH3 (d) -CH3 -H- (а) H• (Ъ) H- -CH3 -CH3 (с) H- CH -H- ČH2 – CH3 ČH2 – CH3 CH2 – CH3 CH2- CH3 2.Al₂(SO₄)₃ + 3Li --> 3Li₂SO₄ + 2Al Show the reactant and product.122. For the following three step conversion of A to B, the appropriate sequence of reactions is A OH CAREER ENDEAVOUR B CHO (a) MnO₂; (CH₂OH),/p-TSA; PCC (b) PCC; MnO₂; (CH₂OH)₂/p-TSA; (c) PCC; (CH₂OH)₂/p-TSA; Jones' reagent (d) Jones' reagent; (CH₂OH)₂/p-TSA; MnO₂.
- 3. Show the mechanism for the acid catalyzed addition of H2O to the following ketone. OH H20 CH3 H* 4. The scheme below shows the reaction of a ketone, 2-propanone with methanol. OH :0 : || CH,-C-CH3 : ОН + H CH, c-CH3 CH;-C-CH3 N step 1 step 2 step 3 P CH,OH CH3 CH,OH step 4 + H OCH3 CH,-C-CH3 H - H,0 C-CH3 ÓCH, S CH; step 7 step 6 step 5 OCH3 i) Write the missing structures (N, O, Q and R) in the above reaction scheme. ii) Name the class of compounds P and S belong to? iii) This is an acid catalyzed reaction. What does this statement mean? iv) Draw the arrow diagram in step 6 to show how intermediate R is formed? Write the equation for this step ONLY. v) Steps 3 and 7 involve loss of a proton from the intermediate ions. Why is this step necessary?What starting materials are needed to synthesize each azo compounds O2N H2N- -N=N- CI но -N=N- -CH3 I0 Fill in the reagent or starting material needed or product in each reaction a) CgH;CH;CH;CH2Br CGH;CH;CH;CH¿NH2 b) C,H;CH;CH;CH2CONH, CH,CH;CH;CH;NH2 HCI P-CH;C,H4NH2 NANO2 P-CH;C,H&NH2 HCI/H;0 P-CH3C,H4NH2 CH;COCI6. The product(s) of the following reaction dd blow di CH2-CH2 excess HBr is/are: CH2 CH2 heat Od Al () (A od Ocf D (CHPPCOK (CHPCON G)D CH;CH2OCH,CH3 HO CH;CH,CH,CH,OH and CH;CH,CH2CH,Br II H t mol boumol toubong soinm od o CH2-CHBR HO CH2 CH2 BrCH-CH,CH-Cн,ОН and BrCH,CH,CH-CH,Br CityCHCH COM III IV A) I B) П O II D) IV E) None of these HO CH CH'OH
- In each reaction box, place the best reagent and conditions from the list provided. 1) Br 2) 3) 4) DEET (the active ingredient in over the counter insect repellant) 5) Answer Bank Mg, Et,0 HN(CH, CH, ), (1 equiv.) H,O* CH,COOH CH,CH,NH, CH,CH, Br NH(CH,CH,),(2 cquiv.) НСООСH, H,CO НСООН CH, CH, OH NaCN NaNH, Br,, FeBr, SOCI, CO,Mechanism: A reaction mechanism for the following reaction is shown below. H+ CEN CEN: N-H || -C-OH H₂O, H* Step 1 wand woled mot ozsm E Step 3 N-H C-OH C=N-H Step2 C=N-H H-O-H H₂O motno vgiene fesrigid onlt to smotnos -C=N-H a) The overall reaction is an example of b) Step 1 is c) Step 3 is d) Draw in the curved arrows for each step. e) Identify the nucleophiles and electrophiles where appropriate. f) Fill in the reaction energy diagram. H₂O: rate determining step to noipojovo hamwell sit 5(emise erit voittons 10) vanas mi sdgin al rainW di of E^ reaction progress →A reaction sequence to accomplish the following transformation is: OH CH3 Jo OH (a) 1.KOtBu, fBuOH; 2. MCPBA; 3. H3O+ (b) 1. HBr; 2. NaOCH 3, CH3OH; 3. CH3COOOH, H3O+ (c) 1. KOtBu, tBuOH; 2. OSO4, H₂O2 (d)1. HBr; 2. KOtBu, tBuOH; 3. MCPBA; 4. H3O+
- 10. What is the major organic product generated in the reaction below? HO HO 40||!!!!!! (A) OH ...... (B) 1) 03 2) (CH3)2S HO O (C) H НО. (D)Dtermine the reagents that can accomplish the rxn CH2OH (1) Reagent ? (2) Reagent ? C9H1202 (4) Reagent ? (3) H+ a. (1) SOC12 (2) 1-propanol; (4) PCC/pyridine b. (1) NaH, (2) acetone, (4) NABH4 c. (1) NaH, (2) epoxide (4) PCC/pyridine d. (1) Jones reagent, (2) NaH, (4) epoxidea) Predict the main organic product (E-G) in the following reactions and the mechanism (E1, E2, SŅ1 or SN2) by which it is formed. CH3 CH;OH/ Heat E Br (CH,,Co° CH;CH,CH,CHBrCH; F Br CH;CH2" CH2CH2CH3 CH3OH ČH3