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NAMING AND DRAWING FUNCTIONAL GROUPS PRACTICE WORKSHEET Organic Chemistry Worksheet – Organic Functional Group Nomenclature 1. Draw the following alcohols a) heptan-2-ol b) 3-methylhexan-1-ol c) cyclopropanol d) 2,4,6-trichlorooctan-2-ol e) pentan-1,4-diol f) benzene-1,3-diol g) but-2-ene-1-ol h) 4-methylpent-2-yne-1-ol i) 3,4-dimethylcycloheptan-1-ol 2. Name the following alcohols H3C CH2 a) H3C CH2 CH2 CH2 CH OH CH2 CH2 CH2 CH CH OH b) CH3 CH3 c) HO OH Cl CH2 OH H3C CH2 CH2 CH CH CH2 CH2 CH HC OH CH CH3 CH3 CH2 e) CH2 OH H2C d) CH3 f) CH2 OH C HC CH HC CH CH2 CH3 H3C CH2 HC h) H3C CH g) C CH2 C OH CH3 CH3 C C CH3 CH3 OH HC CH2 CH2 CH3 i) 3. Explain why the propane that is used as a fuel in a BBQ is gas at room temperature, but 2-propanol used as rubbing alcohol is a liquid at room temperature. 4. Draw the following ethers a) 1-propoxypentane b) 2-ethoxybutane c) 1-methoxy-4-chlorohexane d) 3-butoxy-2,4-dimethyloctane e) 2-propoxy-4-phenylheptane f) 1-ethoxycyclopentane 5. Name the following ethers CH3 CH H3C O CH3 CH CH CH2 a) H3C O CH2 H3C CH3 CH2 b) CH2 CH CH3 CH3 H2C O c) CH3 CH2 CH2 CH3 H3C CH3 CH2 CH3 H3C HC CH2 O CH2 H3C CH2 CH2 O CH2 O CH CH2 CH2 CH2 CH3 H2C CH CH2 CH2 CH3 d) CH2 CH3 e) H3C f) 7. Draw the following aldehydes and ketones a) hexanal b) heptan-3-one c) 3-methyloctanal d) 2,2-dimethylhexan-3-one e) 2,4,6-trichloroheptanal f) 4-phenyloctan-2-one g) 2-methylcyclohexanone h) 4-hydroxyhexanal i) penta-1,4-dione 8. Name the following aldehydes and ketones H3C H3C CH2 O CH3 CH C CH2 CH2 a) b) H3C O CH2 CH2 H3C CH CH2 O C CH3 HC CH2 HC CH3 c) CH3 CH3 H2C C O H3C CH2 CH3 CH H3C CH O CH3 Cl CH HC H2C C e) O O d) CH CH2 CH CH3 f) g) CH3 C CH CH3 Br 11. Draw the following carboxylic acids a) butanoic acid b) 2-methylpentanoic acid c) 3,5-dimethylheptanoic acid d) 5-hydroxyhexanoic acid e) 2,3,4-trichlorobutanoic acid f) 2-bromoethanoic acid 12. Name the following carboxylic acids H3C OH CH2 a) H3C CH2 CH2 H3C C CH2 CH2 CH3 O b) C CH3 OH O C CH OH c) HO CH2 CH2 C CH2 O HO CH3 C CH2 O F H3C H3C HC O CH CH2 C C F d) O OH C H3C CH3 C CH2 CH3 OH e) CH2 f) 14. Draw the following esters a) ethyl butanoate b) pentyl propanoate c) propyl 3-ethylhexanoate d) methyl 4-phenylpentanoate e) 2,3-dimethylpentyl ethanoate f) butyl 3-hydroxyheptanoate 15. Name the following esters O CH2 O C H3C CH2 CH2 O CH3 a) H3C CH2 CH2 O CH2 H3C CH2 CH3 O O C C O O C CH3 CH3 CH3 d) O CH2 e) H3C CH2 CH2 C H3C CH2 CH2 O CH3 OH c) CH3 CH3 C C CH C b) O H3C O C CH2 CH3 CH2 CH2 CH3 CH3 CH3 f) 17. Describe the steps used to name an ester. 18. Draw the following amines a) butan-1-amine b) pentan-2-amine c) propan-1,2-diamine d) N-ethyl-hexan-2-amine e) N,N-dimethyl-pentan-3-amine f) N-methyl-N-propyl-ethanamine 19. Name the following amines H3C CH3 CH3 CH CH H3C CH H2C CH3 H3C CH3 d) H2N CH2 c) H2N NH2 CH3 CH2 N e) CH2 CH NH2 CH2 CH2 CH HC NH2 b) CH2 Cl CH2 CH2 CH Cl CH NH2 a) CH3 H2C CH2 H3C CH3 f) H3C NH CH2 CH3 CH2 23. Draw the following amides a) N-ethylbutanamide b) N-propylpentanamide c) N-methyl-3-methylhexanamide d) N-2,3-dichlorobutylpropanamide e) N,N-diethyl-2-methylbutanamide f) N-pentyl-3-hydroxypentanamide 24. Name the following amides O O CH2 H3C CH2 a) H3C C CH2 CH2 NH C CH2 CH3 H3C N C CH3 CH2 H3C CH3 b) CH2 NH CH2 C CH3 c) O CH3 O O H3C H3C CH2 d) H3C CH2 CH2 C CH2 C NH CH2 CH N CH3 CH3 CH2 HC CH3 CH2 CH2 CH NH O e) f) Cl CH3