L. D. Field is the author of Instructor's Guide and Solutions Manual to Organic Structures from 2D NMR Spectra, published by Wiley. A. M. Magill is the author of Instructor's Guide and Solutions Manual to Organic Structures from 2D NMR Spectra, published by Wiley.

• Preface ixSolutions Summary 1Problem 1 (1-iodopropane) 7Problem 2 (2-butanone) 11Problem 3 (2-hexanone) 15Problem 4 (ethyl propionate) 19Problem 5 (ethyl 3-ethoxypropionate) 23Problem 6 (4-acetylbutyric acid) 28Problem 7 (3-ethoxypropionyl chloride) 32Problem 8 (ethyl 3-chloropropionate) 36Problem 9 (isoamyl acetate) 40Problem 10 (trans-4-hexen-3-one) 45Problem 11 (trans-2-octen-4-one) 50Problem 12 (3-nitrobenzaldehyde) 55Problem 13 (3-iodotoluene) 61Problem 14 (8-hydroxy-5-nitroquinoline) 64Problem 15 (2-bromo-3-picoline) 69Problem 16 (trans-anethole) 72Problem 17 (cis-2-pentene) 75Problem 18 (p-tolyl benzoate) 79Problem 19 (phenyl p-toluate) 86Problem 20 (4-biphenylyl acetate) 93Problem 21 (4 ′ -phenoxyacetophenone) 99Problem 22 (4 ′ -tert-butylacetophenone) 106Problem 23 (2,2,4 ′ -trimethylpropiophenone) 110Problem 24 (trans-2-methyl-3-phenyl-2-propen-1-ol) 114Problem 25 (methyl 4-ethoxybenzoate) 119Problem 26 (methyl 3-(p-tolyl)propionate) 123Problem 27 (4-(4 ′ -methoxyphenyl)-2-butanone) 127Problem 28 (ethyl 6-bromohexanoate) 132Problem 29 (piperonal) 135Problem 30 (cis-3-hexenyl benzoate) 139Problem 31 (trans-2,cis-6-nonadienal) 146Problem 32 (allyl glycidyl ether) 155Problem 33 (3,4-epoxy-4-methyl-2-pentanone) 159Problem 34 (dl-methionine) 162Problem 35 (N-acetyl-l-leucine) 165Problem 36 (isoamyl valerate) 170Problem 37 ((E)-4-methyl-4 ′ -nitrostilbene) 173Problem 38 (2-tert-butyl-6-methylphenol) 181Problem 39 (2-allyl-6-methylphenol) 186Problem 40 (2-hydroxy-4-methoxybenzaldehyde) 194Problem 41 (2 ′ -hydroxy-5 ′ -methylacetophenone) 198Problem 42 (3 ′ -fluoro-4 ′ -methoxyacetophenone) 203Problem 43 (trans-ferulic acid) 209Problem 44 (sec-butyl 3-hydroxycinnamate) 215Problem 45 (1-benzosuberone) 221Problem 46 (dimethyl (3-bromopropyl)phosphonate) 228Problem 47 (caffeine) 233Problem 48 (benzyloxypropionitrile) 238Problem 49 (cineole) 242Problem 50 (thymoquinone) 246Problem 51 (4-bromo-1-indanol) 251Problem 52 (1-bromo-4-methylnaphthalene) 257Problem 53 (carvacrol) 264Problem 54 (acetoacetanilide) 272Problem 55 (ethyl acetamidocyanoacetate) 277Problem 56 (α-humulene) 283Problem 57 (3,4-dihydro-2H-benzopyran-3-carboxylic acid) 289Problem 58 (quinidine) 296Problem 59 (salbutamol) 312Problem 60 (2-hydroxy-1-naphthaldehyde) 322Problem 61 (6-methyl-4-chromanone) 329Problem 62 (citronellal) 336Problem 63 ((+)-cis-2-oxabicyclo-[3.3.0]oct-6-en-3-one) 344Problem 64 (melatonin) 349Problem 65 (carvone) 362Problem 66 (haloperidol) 370

L. D. Field is the author of Instructor's Guide and Solutions Manual to Organic Structures from 2D NMR Spectra, published by Wiley. A. M. Magill is the author of Instructor's Guide and Solutions Manual to Organic Structures from 2D NMR Spectra, published by Wiley.

• Preface ixSolutions Summary 1Problem 1 (1-iodopropane) 7Problem 2 (2-butanone) 11Problem 3 (2-hexanone) 15Problem 4 (ethyl propionate) 19Problem 5 (ethyl 3-ethoxypropionate) 23Problem 6 (4-acetylbutyric acid) 28Problem 7 (3-ethoxypropionyl chloride) 32Problem 8 (ethyl 3-chloropropionate) 36Problem 9 (isoamyl acetate) 40Problem 10 (trans-4-hexen-3-one) 45Problem 11 (trans-2-octen-4-one) 50Problem 12 (3-nitrobenzaldehyde) 55Problem 13 (3-iodotoluene) 61Problem 14 (8-hydroxy-5-nitroquinoline) 64Problem 15 (2-bromo-3-picoline) 69Problem 16 (trans-anethole) 72Problem 17 (cis-2-pentene) 75Problem 18 (p-tolyl benzoate) 79Problem 19 (phenyl p-toluate) 86Problem 20 (4-biphenylyl acetate) 93Problem 21 (4 ′ -phenoxyacetophenone) 99Problem 22 (4 ′ -tert-butylacetophenone) 106Problem 23 (2,2,4 ′ -trimethylpropiophenone) 110Problem 24 (trans-2-methyl-3-phenyl-2-propen-1-ol) 114Problem 25 (methyl 4-ethoxybenzoate) 119Problem 26 (methyl 3-(p-tolyl)propionate) 123Problem 27 (4-(4 ′ -methoxyphenyl)-2-butanone) 127Problem 28 (ethyl 6-bromohexanoate) 132Problem 29 (piperonal) 135Problem 30 (cis-3-hexenyl benzoate) 139Problem 31 (trans-2,cis-6-nonadienal) 146Problem 32 (allyl glycidyl ether) 155Problem 33 (3,4-epoxy-4-methyl-2-pentanone) 159Problem 34 (dl-methionine) 162Problem 35 (N-acetyl-l-leucine) 165Problem 36 (isoamyl valerate) 170Problem 37 ((E)-4-methyl-4 ′ -nitrostilbene) 173Problem 38 (2-tert-butyl-6-methylphenol) 181Problem 39 (2-allyl-6-methylphenol) 186Problem 40 (2-hydroxy-4-methoxybenzaldehyde) 194Problem 41 (2 ′ -hydroxy-5 ′ -methylacetophenone) 198Problem 42 (3 ′ -fluoro-4 ′ -methoxyacetophenone) 203Problem 43 (trans-ferulic acid) 209Problem 44 (sec-butyl 3-hydroxycinnamate) 215Problem 45 (1-benzosuberone) 221Problem 46 (dimethyl (3-bromopropyl)phosphonate) 228Problem 47 (caffeine) 233Problem 48 (benzyloxypropionitrile) 238Problem 49 (cineole) 242Problem 50 (thymoquinone) 246Problem 51 (4-bromo-1-indanol) 251Problem 52 (1-bromo-4-methylnaphthalene) 257Problem 53 (carvacrol) 264Problem 54 (acetoacetanilide) 272Problem 55 (ethyl acetamidocyanoacetate) 277Problem 56 (α-humulene) 283Problem 57 (3,4-dihydro-2H-benzopyran-3-carboxylic acid) 289Problem 58 (quinidine) 296Problem 59 (salbutamol) 312Problem 60 (2-hydroxy-1-naphthaldehyde) 322Problem 61 (6-methyl-4-chromanone) 329Problem 62 (citronellal) 336Problem 63 ((+)-cis-2-oxabicyclo-[3.3.0]oct-6-en-3-one) 344Problem 64 (melatonin) 349Problem 65 (carvone) 362Problem 66 (haloperidol) 370

L. D. Field is the author of Instructor's Guide and Solutions Manual to Organic Structures from 2D NMR Spectra, published by Wiley. A. M. Magill is the author of Instructor's Guide and Solutions Manual to Organic Structures from 2D NMR Spectra, published by Wiley.

• Preface ixSolutions Summary 1Problem 1 (1-iodopropane) 7Problem 2 (2-butanone) 11Problem 3 (2-hexanone) 15Problem 4 (ethyl propionate) 19Problem 5 (ethyl 3-ethoxypropionate) 23Problem 6 (4-acetylbutyric acid) 28Problem 7 (3-ethoxypropionyl chloride) 32Problem 8 (ethyl 3-chloropropionate) 36Problem 9 (isoamyl acetate) 40Problem 10 (trans-4-hexen-3-one) 45Problem 11 (trans-2-octen-4-one) 50Problem 12 (3-nitrobenzaldehyde) 55Problem 13 (3-iodotoluene) 61Problem 14 (8-hydroxy-5-nitroquinoline) 64Problem 15 (2-bromo-3-picoline) 69Problem 16 (trans-anethole) 72Problem 17 (cis-2-pentene) 75Problem 18 (p-tolyl benzoate) 79Problem 19 (phenyl p-toluate) 86Problem 20 (4-biphenylyl acetate) 93Problem 21 (4 ′ -phenoxyacetophenone) 99Problem 22 (4 ′ -tert-butylacetophenone) 106Problem 23 (2,2,4 ′ -trimethylpropiophenone) 110Problem 24 (trans-2-methyl-3-phenyl-2-propen-1-ol) 114Problem 25 (methyl 4-ethoxybenzoate) 119Problem 26 (methyl 3-(p-tolyl)propionate) 123Problem 27 (4-(4 ′ -methoxyphenyl)-2-butanone) 127Problem 28 (ethyl 6-bromohexanoate) 132Problem 29 (piperonal) 135Problem 30 (cis-3-hexenyl benzoate) 139Problem 31 (trans-2,cis-6-nonadienal) 146Problem 32 (allyl glycidyl ether) 155Problem 33 (3,4-epoxy-4-methyl-2-pentanone) 159Problem 34 (dl-methionine) 162Problem 35 (N-acetyl-l-leucine) 165Problem 36 (isoamyl valerate) 170Problem 37 ((E)-4-methyl-4 ′ -nitrostilbene) 173Problem 38 (2-tert-butyl-6-methylphenol) 181Problem 39 (2-allyl-6-methylphenol) 186Problem 40 (2-hydroxy-4-methoxybenzaldehyde) 194Problem 41 (2 ′ -hydroxy-5 ′ -methylacetophenone) 198Problem 42 (3 ′ -fluoro-4 ′ -methoxyacetophenone) 203Problem 43 (trans-ferulic acid) 209Problem 44 (sec-butyl 3-hydroxycinnamate) 215Problem 45 (1-benzosuberone) 221Problem 46 (dimethyl (3-bromopropyl)phosphonate) 228Problem 47 (caffeine) 233Problem 48 (benzyloxypropionitrile) 238Problem 49 (cineole) 242Problem 50 (thymoquinone) 246Problem 51 (4-bromo-1-indanol) 251Problem 52 (1-bromo-4-methylnaphthalene) 257Problem 53 (carvacrol) 264Problem 54 (acetoacetanilide) 272Problem 55 (ethyl acetamidocyanoacetate) 277Problem 56 (α-humulene) 283Problem 57 (3,4-dihydro-2H-benzopyran-3-carboxylic acid) 289Problem 58 (quinidine) 296Problem 59 (salbutamol) 312Problem 60 (2-hydroxy-1-naphthaldehyde) 322Problem 61 (6-methyl-4-chromanone) 329Problem 62 (citronellal) 336Problem 63 ((+)-cis-2-oxabicyclo-[3.3.0]oct-6-en-3-one) 344Problem 64 (melatonin) 349Problem 65 (carvone) 362Problem 66 (haloperidol) 370