Instructor's Guide and Solutions Manual to Organic Structures from 2D NMR Spectra, Instructor's Guide and Solutions Manual

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