The Complete Organic Chemistry Worksheet The Complete Organic Chemistry Worksheet.doc Name ________________________________ Date ___________________________ Period ___ 1. Name the following hydrocarbons. CH3 CH3 a. CH3 CH2 CH2 CH3 CH CH CH3 e. CH3 CH CH2 CH CH CH3 CH3 CH3 CH3 CH2 CH3 f. CH3 CH3 CH2 CH CH CH3 CH2 b. CH3 C CH3 CH CH3 CH2 CH3 CH g. CH3 CH3 c. CH3 C CH CH3 CH CH2 CH3 CH3 CH2 CH3 CH2 d. CH3 CH2 C CH2 CH2 CH2 2. CH3 CH2 CH3 CH3 h. CH3 CH CH CH3 CH CH3 CH3 CH3 Name the following hydrocarbons. CH3 d. CH3CH2CHCH2CH3 a. CH3CH2CH2CHCH3 CH2 CH3 CH3 b. CH3CHCH2CH3 CH3 c. CH3CHCHCH3 CH2CH3 CH3 CH3 e. CH3CHCH2CHCH3 CH3 f. CH3CHCHCH2CH3 CH3 CH3 CH2 g. CH3CHCH2CH3 h. CH3CHCHCH3 CH2 CH3 CH3 CH CH3 CH3 3. Listed below are the condensed structural formulas or names of the nine isomers of heptane, C7H16. Write the formula and name for each. CH3 a. CH3CH2CH2CH2CH2CH2CH3 CH3 f. CH3CH2CHCH2CH2CH3 CH3 CH3 b. CH3CHCH2CHCH3 g. CH3CCH2CH2CH3 CH3 CH3 CH3 c. CH3C CHCH3 h. 2-methylhexane CH3 i. 3-ethylpentane 4. Name (use common and systematic for benzene if appropriate) the compounds represented by the following formulas. a. CH3CH b. CHCH2CH3 CH3 d. CH3 5. Draw the structural formulas for the following: a. 3-heptyne b. cyclopentene c. 3-phenyl-2,2-dimethylhexane d. 1,3-butadiene e. 1-ethyl-2-methylbezene f. 2,4-dimethyl-2-pentene e. c. C CH f. CH CCH3 6. Listed below are the condensed structural formulas or the names for the eight isomers of C5H11Cl.Write either formula and the name for each. Cl a. CH3CH2CH2CH2CH2Cl e. CH3CH2CHCH2CH3 CH3 Cl CH3 CHCH3 b. CH3CHCH2CH2Cl f. CH3CH c. 2-chloropentane d. 2-chloro-2-methylbutane g. 1-chloro-2-methylbutane h. 1-chloro-2, 2-dimethylpropane 7. Name the following compounds. CH3 CH3 h. CH3CHCH a. CH3CH2CCH2CH2Br CH2 CH3 CH3 CH3 i.CH3C CH3 b. CH2 CHCHCH CCH2CH3 CH3 CH3 CH2 CH3 c. CH2 CHCH3 CHCCH3 j. CH 2 k.CH2 CCH2C CH2 CH3 CH3 C C CH3 CH3 Br l. d. C6H5Cl e. CH3CH CHCH2CH3 CH3 f. CH3C CHCH3 g. CH3CH2CH CH2 8. Draw structural formulas for the following. a. 3-heptene b. 2-methylnapthalene c. trichloromethane d. 2-chloro-3-phenylhexane e. 1,3-cyclopentadiene f. toluene (methylbenzene) g. 1,4-dibromobenzene h. 2-bromo-3-methyl-2-butene Br CH CHCH3 9. Write structural formulas for the following compounds. a. 2-chlorobutane b. 2-butene c. 2-ethyl-3-methyl-1-butanol d. 3,3-dimethylbutanoic acid e. 2,5,5-trimethyl-4-heptone f. 1,8-nonadiyne g. 1,3-diiodobenzene h. ethoxybenzene i. 1-butanol j. 3-methyl-2-pentene k. 2-ethyl-4-methylpentanal l. 3-ethyl-2,4-dimethyl-3-hexanol m. 5-chloro-3-ethyl-2-methylheptanoic acid n. 2-phenylbutane o. 7-bromo-2-naphthol p. 4-bromobenzoic acid 10. Name the following organic compounds. O a. CH3CH CHCH2CH3 d. CH3CH2CH2C H OH CH3 CH3 O e. CH3CCH2CH2CH2OH b. CH3CH2CCHCH3 CH3 CH3 f. CH2 c. CH3CHCH CH2 CH3 CHCH3 CHCCH OH CH3 11. Name the following organic compounds. CH3 a. CH3CH2CHCH2Cl CH3 e. CH3CCH2CH3 OH CH3 b. CH3C CHCH2Br f. CH3CH2C CHCH3 Br CH3 CH3 g. CH3(CH2)2CH2NH2 c. Br d. CH3CH2CHCH2CH3 Cl h. H2N C CH2CH3 O 12. Each of the following formulas can be written as two compounds with different functional groups. Write the structural formulas, name the compounds, and identify the functional groups. a. C2H6O b. C3H6O c. C5H10 13. Draw structural formulas for the following. a. Ethanal b. 2-butanone c. 2-methyl-2-propanol d. ethanoic acid e. trimethanamine f. propane g. 2-pentyne h. cyclobutane i. cyclohexanamine j. 2-aminopentane k. 2,4-nitrophenol l. 1,3-nitrobenzoic acid m. ethanenitrile n. propenoic acid 14. Draw and name the five structural isomers of hexane (C6H14) 15. Draw the structural formula for each of the following. a. 2-Methylpentane b. 2,2,4-Trimethylpentane, also called isooctane. This compound is the reference for octane ratings for gasoline. c. 2-tert-Butylpentane d. The name given in part c is incorrect. Give the correct name for this hydrocarbon. 16. Name each of the following: a. CH3 b. CH3 CH3 CH C CH3 CH3 CH2CH2CH CH2CH2CH3 CH3 CH3 C CH3 c. CH3 CH2 CH2 CH CH3 CH2 CH3 17. Name each of the following alkenes. CH3 a. CH2 CH CH2 b. CH3 C CH3 CH3 c. CH3 CH3CH2CH CH CH CH CH3 CH CH3 CH2CH2CHCH2CH3 CH2CH3 18. Give the structure for each of the following: a. 3-hexene b. 2,4-Heptadiene c. 2-Methyl-3-octene 19. Give the structure for each of the following aromatic hydrocarbons. a. o-Ethyltoluene b. p-Di-tert-butylbenzene c. m-Diethylbenzene d. 1-Phenyl-2-butene 20. Name each of the following: a. CH2 Cl CH2 CH Cl b. CH3CH2CH2CCl3 CH3 CH3 CCl c. CH3 CH CH CH2CH3 Cl CH3