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CHEMISTRY 3.5 ANSWERS ORGANIC WORKSHEET THREE 1. (a) 2. CH3CH2CH2OH 3. Ethanoic acid and propanone 4. (a) 5. Tertiary Primary 6. (a) (b) (c) CH3CH(OH)CH2CH3 CH3CH2CH2OH and CH3CH(OH)CH3 CH3CH(OH)CH3 7. (a) (b) Boiling point increases with increasing molecular mass. The presence of the OH group on propanol allows hydrogen bonding to occur between propanol molecules. The attractions between propane molecules are weak Van der Waals forces and so the energy needed to separate its molecules from each other is much less giving a lower B. Pt. The OH bond allows the alcohol molecules to hydrogen bond to water molecules making them soluble. For larger molecules the increasing alkyl chain makes this less effective. (c) hex-2-ene Butanol (b) Alkenes & Alcohols 2-methylpent-2-ene Conc. H2SO4 (b) Secondary Tertiary CH3CH=CH2 + H2O 3-methylbutan-2-ol Secondary Secondary 8. (a) (b) (c) (d) CH3CH2CH2Cl + HCl(g) PCl3 CH3CH2Cl + SO2(g) + HCl(g) The product is pure and does not need to be separated from other products. 9. (a) (b) (c) Catalyst ZnCl2/ HCl CH3CH(OH)CH3 CH3CHClCH3 Tertiary alcohols react fastest, followed by secondary. Primary are the slowest.