NMR: FROM SPECTRA TO STRUCTURES
Solutions Summary Problem 1 (1-iodopropane) Problem 2 (2-butanone) Problem 3 (2-hexanone) Problem 4 (ethyl propionate) Problem 5 (ethyl 3-ethoxypropionate) Problem 6 (4-acetylbutyric acid) Problem 7 (3-ethoxypropionyl chloride) Problem 8 (ethyl 3-chloropropionate) Problem 9 (isoamyl acetate) Problem 10 (trans-4-hexen-3-one) Problem 11 (trans-2-octen-4-one) Problem 12 (3-nitrobenzaldehyde) Problem 13 (3-iodotoluene) Problem 14 (8-hydroxy-5-nitroquinoline) Problem 15 (2-bromo-3-picoline) Problem 16 (trans-anethole) Problem 17 (cis-2-pentene) Problem 18 (p-tolyl benzoate) Problem 19 (phenyl p-toluate) Problem 20 (4-biphenylyl acetate) Problem 21 (4?-phenoxyacetophenone) Problem 22 (4?-tert-butylacetophenone) 106 CONTENTS 110 114 119 123 127 132 135 139 146 155 159 162 165 170 173 181 186 194 198 203 209 215 221 228 233 238 242 Problem 23 (2,2,4?-trimethylpropiophenone) Problem 24 (trans-2-methyl-3-phenyl-2-propen-1-ol) Problem 25 (methyl 4-ethoxybenzoate) Problem 26 (methyl 3-(p-tolyl)propionate) Problem 27 (4-(4?-methoxyphenyl)-2-butanone) Problem 28 (ethyl 6-bromohexanoate) Problem 29 (piperonal) Problem 30 (cis-3-hexenyl benzoate) Problem 31 (trans-2,cis-6-nonadienal) Problem 32 (allyl glycidyl ether) Problem 33 (3,4-epoxy-4-methyl-2-pentanone) Problem 34 (dl-methionine) Problem 35 (N-acetyl-l-leucine) Problem 36 (isoamyl valerate) Problem 37 ((E)-4-methyl-4?-nitrostilbene) Problem 38 (2-tert-butyl-6-methylphenol) Problem 39 (2-allyl-6-methylphenol) Problem 40 (2-hydroxy-4-methoxybenzaldehyde) Problem 41 (2?-hydroxy-5?-methylacetophenone) Problem 42 (3?-fluoro-4?-methoxyacetophenone) Problem 43 (trans-ferulic acid) Problem 44 (sec-butyl 3-hydroxycinnamate) Problem 45 (1-benzosuberone) Problem 46 (dimethyl (3-bromopropyl)phosphonate) Problem 47 (caffeine) Problem 48 (benzyloxypropionitrile) Problem 49 (cineole) Problem 50 (thymoquinone) 246 251 257 264 272 277 283 289 296 312 322 329 336 344 349 362 Problem 51 (4-bromo-1-indanol) Problem 52 (1-bromo-4-methylnaphthalene) Problem 53 (carvacrol) Problem 54 (acetoacetanilide) Problem 55 (ethyl acetamidocyanoacetate) Problem 56 (-humulene) Problem 57 (3,4-dihydro-2H-benzopyran-3-carboxylic acid) Problem 58 (quinidine) Problem 59 (salbutamol) Problem 60 (2-hydroxy-1-naphthaldehyde) Problem 61 (6-methyl-4-chromanone) Problem 62 (citronellal) Problem 63 ((+)-cis-2-oxabicyclo-[330]oct-6-en-3-one) Problem 64 (melatonin) Problem 65 (carvone) Problem 66 (haloperidol) 370