12:53 ul 4G O 2. Show a reaction scheme with all the reactants and reagents of the nitration reaction of bromobenzene and show the major products(s), with valid reasons motivate why the positioning of the two constituents' favour ortho, para and/or meta positioning Add a caption... > Status (Custom) +
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- (a) For the reaction of 1-methoxy-4-methylbenzene with CH3C(O)CI in the presence of AICI3, describe the bonding and electron distribution in 1-methoxy- 4-methylbenzene, formation and structure of the electrophile in the reaction, and the most stable intermediate responsible for the end product. i H3C1 CI, AICI 3 Me- -OMe 1-methoxy-4-methylbenzene (b) Use phenol as the substrate, propose a synthetic scheme to produce 2-allyl-4-bromophenol (Mechanism not required). Br OH OH phenol 2-allyl-4-bromophenol (c) Propose a synthesis of Compound A starting from benzaldehyde and other necessary reagents of your choice (Mechanism not required). OH CHO CI. Compound A benzaldehyde (d) For the given 13C NMR chemical shifts of the carbonyl carbons in the order of ketones > aldehydes > carboxylic acids, provide an explanation. O CH3 H3C. 13C NMR Chemical Shifts: H₂C1 H₂C H > OH 200 ppm 181 ppm 209 ppm(b) Predict the suitable solvent (H2O or CH3COCH:) to increase the reaction of bromopropane (CH3CH2CH2B1) with sodium hydroxide (NaOH). Two reactions are shown below: NaOH, 55 °C CH;CH,CH,Br CH;CH,CH,OH + + NaBr H,O (i) NaOH, 55 °C CH;CH,CH,Br CH;CH,CH,OH + NaBr (ii) H,C- CH3divls depends oin the moisture content of the reaction mixture. Propose a detailed mechanism for ench of the following steps to account for the observed The outeome of oxidation of alkenes with 1odine and silver acetate to afford stereochemistry of the product HO () 2, 2 RCO2Ag (i1) NaOH (aq) HO HO () 2, RCO2Ag, H20 (11) NaOH (aq) HO
- 4. (a) Answer the following questions based on the reaction scheme below. Jawab soalan berikut berdasarkan rajah tindak balas di bawah. E H,SO,. HNO, A D H Cl2 H,O* HO, J hv (i) State reagents G and J. Nyatakan reagen G dan J. (ii) Draw the structural formula for compounds D, E and H. ,0°H G AICI34. (a) Answer the following questions based on the reaction scheme below. Jawab soalan berikut berdasarkan rajah tindak balas di bawah. Br он H,SO, 180°C E + H,N- (i) State reagents D and G. Nyatakan reagen D dan G. (ii) Draw the structural formula for compounds E, H and J. Lukiskan formula struktur bagi sebatian E, H dan J. KMNO CH,CI, HO.A(b) Predict the suitable solvent (H2O or CH3COCH3) to increase the reaction of bromopropane (CH3CH2CH2B1) with sodium hydroxide (NaOH). Two reactions are shown below: NaOH, 55 °C CH;CH,CH,Br CH;CH,CH,OH + NaBr H,O (i) NaOH, 55 °C CH;CH,CH,Br CH;CH,CH,OH NaBr H,C CH (ii)
- 9. (a) With the help of orbital correlation diagram predict the conditions of 4+2r system. (b) Using PMO approach, discuss the reaction conditions for 4x electrocyclic reaction. (c) What are 1,3-dipolar cycloaddition reactions? Give examples. 10. Predict the product under the given reaction conditions and propose mechanism. C (b) A OMe O OMe OMe A in DecaneSynthesize the following compound from cyclohexanone and any other organic compound and provided reagents. 1) (CH3); CuLi (1) Br2, CH300H (1) CH3B1 C. A. В. (2) H20 (2) Li¿CO2, LiBr, DMF (2) H20 heat NaOEt, E1OH D. OH, H20 E. (1) CH3CI, DMF F. CH2(CN)2 (2) H30" Part 1 out of 3 edit structure .. Organic compoundChemistry 3. Complete the following reaction scheme. Give all product(s) and indicate major or minor and any relevant stereochemistry. (а) NaOEt heat (b) heat (c) Br NaCN DMF (d) (e) OH H,SO,/H,PO, heat (f) HBr (g) 1) BH. THE 2) H,0, OH (h) 1) Hg(OAC), H-0 2) NaBH, (i) KMNO, NaOH Cold
- 5) The following question concerns redox methodology: Present answers in the form of structures, mechanisms, reagents or explanations for the arrows associated with the following reductions: give a structure Ph. a) i) LIAIH, / ether /-10°C C3H100 CO,Me ii) H20 A Present a mechanism give reagents Lindlar Comment on the chemo- and b) stereoselectivity. give reagents and conditions CO,Me CO,Me Birch Present a mechanism and hence c) explain the regioselectivity 100% 0%11.; (a) Similar to alkanes, hydrogen gas can undergo radical bromination according to the reaction below. Propose a chain-reaction mechanism for this reaction, including an initiation step, propagation steps, and two plausible termination steps. The homolytic bond dissociation energy for Br-Br is 46 kcal·mole', for H-Br is 88 kcal'mole and for H-H is 104 kcal'mole'. hv H-H + Br-Br 2 H-Br (b) Calculate the overall AH for the above propagation steps (show all work).3. Alkene Reactions - Give the structure of the major organic product formed in the reaction of 3,3-dimethyl-1-butene with each of the following: (a) hydrogen chloride (b) hydrogen bromide duct for the (c) dilute acid (H3O+) (d) BH3 in THF, followed by H2O2, OH- (e) Hg(OAc)2 in H2O, followed by NaBH4 (f) Br2 in CH2Cl2 (g) Br2 in H2O (h) mCPBA followed by H3O+ (i) O3, followed by Zn, H₂O