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- Write complete reaction (with structures) for the following reactions: (a) Esterification of ethanoic acid with propanol (b) Reduction of 4-methyl-2-pentanone1. (a) Which compound would have the highest boiling point? benzophenone toluene acetophenone benzaldehyde (b) Which of the reagents listed below can convert a primary alcohol to an aldehyde? H2CrO4 DMSO, (COCl)2, Et3N AgNO3 KMnO4-, NaOH (c) Oxidation of alcohols involving the use of DMSO and (COCl)2 is also known as which of the following? Jones Tollens Baeyer-Villiger SwernPredict the major products of dehydration catalyzed by sulfuric acid. (a) cyclopentylmethanol (b) 2-methylcyclopentanol
- 6) If you are given a mixture consisting of following 3 compounds, explain how you would separate the components by solvent extraction method NH2 ÇOOH (A) Cyclopentylamine (B) 2,4-Cyclopentadiene-1-carboxylic acid (C) BenzeneWhich of the following reactions will synthesize phenol from benzene? 1) HNO3 + H2SO4; 2) Fe, HCl; 3) NaNO2, HCl, 0-10 oC; 4) warm H2SO4 and H2O 1) HNO3 + H2SO4; 2) Fe, HCl; 3) NaNO2, HCl, 0-10 oC; 4) CuCN; 5) dilute acid and heat 1) Acetyl chloride & AlCl3; 2) bleach 1) Ph-N2+ + KI; 2) BrMgCH=CH2 in ether, followed by H3O+; 3) warm, conc'd KMnO4 1) Cl-CH(CH3)-CH2CH2CH3 + FeBr3; 2) hot, conc'd KMnO4(b) State the reagents needed to convert benzoic acid into the following compounds. (i) C6H§COCI (ii) C,H$CH2OH (iii) C6H$CONHCH3
- Give the structure of the principal product(s) when each of the following alcohols reactswith (1) Na2Cr2O7>H2SO4, (2) PCC, (3) DMP, and (4) 1 equiv NaOCl-TEMPO.(a) octan-1-ol (b) octan-3-ol(c) 4-hydroxydecanalPredict the products of the sulfuric acid-catalyzed dehydration of the following alcohols. When more than one product is expected, label the major and minor products. (a) pentan-2-ol (b) 1-isopropylcyclohexanol (c) 2-methylcyclohexanol6. Describe concisely a chemical test to distinguish between the following pairs of compounds. (a) n-pentanol and 3-methylpentan-3-ol (b) Ethanal dan pentanal (c) Phenol and benzoic acid
- For each of the following alcohols, which method of synthesis, (a) hydroboration-oxidation or (b) oxymercuration-reduction, can produce the alcohol relatively free of constitutional isomers and diastereomers? (Drag an alcohol to the appropriate bin if it can be made by that method.) hydroboration-oxidation (b) oxymercuration-reduction он H OH CH3CH2-CH-CH2CH2CH3 H ОН н н H ОнPredict the products of sulfuric acid-catalyzed dehydration of the following alcohols.(a) 1-methylcyclohexanol(b) neopentyl alcoholChoose the most appropriate reagent(s) to selectively reduce the ketone functional group to an alcohol in the following molecule: (a) NaBH4, then aqueous acid (b) LIAIH, then aqueous acid (c) H2NNH, then KOH, heat (d) H, Pd/C (e) none of (a), (b), (c) or (d) can be used a. b.